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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H41NO4.ClH
Molecular Weight 504.101
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUPRENORPHINE HYDROCHLORIDE

SMILES

Cl.[H][C@@]12OC3=C4C(C[C@H]5N(CC6CC6)CC[C@@]14[C@@]57CC[C@@]2(OC)[C@]([H])(C7)[C@](C)(O)C(C)(C)C)=CC=C3O

InChI

InChIKey=UAIXRPCCYXNJMQ-RZIPZOSSSA-N
InChI=1S/C29H41NO4.ClH/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28;/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3;1H/t20-,21-,24-,26+,27-,28+,29-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C29H41NO4
Molecular Weight 467.6401
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Buprenorphine is an opioid analgesic, used to treat opioid addiction, moderate acute pain, and moderate chronic pain. Buprenorphine is a partial agonist at the mµ-opioid receptor and an antagonist at the kappa-opioid receptor. One unusual property of buprenorphine observed in vitro studies is its very slow rate of dissociation from its receptor. This could account for its longer duration of action than morphine, the unpredictability of its reversal by opioid antagonists, and its low level of manifest physical dependence. The principal action of the therapeutic value of buprenorphine is analgesia and is thought to be due to buprenorphine binding with high affinity to opioid receptors on neurons in the brain and spinal cord. Buprenorphine produces respiratory depression by direct action on brain stem respiratory centers. The respiratory depression involves a reduction in the responsiveness of the brain stem respiratory centers to both increases in carbon dioxide tension and electrical stimulation. Buprenorphine causes a reduction in motility associated with an increase in smooth muscle tone in the antrum of the stomach and duodenum. Digestion of food in the small intestine is delayed and propulsive contractions are decreased. Buprenorphine produces peripheral vasodilation, which may result in orthostatic hypotension or syncope. Manifestations of histamine release and/or peripheral vasodilation may include pruritus, flushing, red eyes, sweating, and/or orthostatic hypotension.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.5 nM [Ki]
2.5 nM [Ki]
6.1 nM [Ki]
Target ID: P41146
Gene ID: 4987.0
Gene Symbol: OPRL1
Target Organism: Homo sapiens (Human)
77.4 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BUTRANS

Approved Use

SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence and should be used as part of a complete treatment plan to include counseling and psychosocial support. Under the Drug Addiction Treatment Act (DATA) codified at 21 U.S.C. 823(g), prescription use of this product in the treatment of opioid dependence is limited to physicians who meet certain qualifying requirements, and who have notified the Secretary of Health and Human Services (HHS) of their intent to prescribe this product for the treatment of opioid dependence and have been assigned a unique identification number that must be included on every prescription. SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence. Prescription use of this product is limited under the Drug Addiction Treatment Act. (1)

Launch Date

1.27785606E12
Primary
BUTRANS

Approved Use

SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence and should be used as part of a complete treatment plan to include counseling and psychosocial support. Under the Drug Addiction Treatment Act (DATA) codified at 21 U.S.C. 823(g), prescription use of this product in the treatment of opioid dependence is limited to physicians who meet certain qualifying requirements, and who have notified the Secretary of Health and Human Services (HHS) of their intent to prescribe this product for the treatment of opioid dependence and have been assigned a unique identification number that must be included on every prescription. SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence. Prescription use of this product is limited under the Drug Addiction Treatment Act. (1)

Launch Date

1.27785606E12
Primary
BUTRANS

Approved Use

SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence and should be used as part of a complete treatment plan to include counseling and psychosocial support. Under the Drug Addiction Treatment Act (DATA) codified at 21 U.S.C. 823(g), prescription use of this product in the treatment of opioid dependence is limited to physicians who meet certain qualifying requirements, and who have notified the Secretary of Health and Human Services (HHS) of their intent to prescribe this product for the treatment of opioid dependence and have been assigned a unique identification number that must be included on every prescription. SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence. Prescription use of this product is limited under the Drug Addiction Treatment Act. (1)

Launch Date

1.27785606E12
Primary
BUTRANS

Approved Use

SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence and should be used as part of a complete treatment plan to include counseling and psychosocial support. Under the Drug Addiction Treatment Act (DATA) codified at 21 U.S.C. 823(g), prescription use of this product in the treatment of opioid dependence is limited to physicians who meet certain qualifying requirements, and who have notified the Secretary of Health and Human Services (HHS) of their intent to prescribe this product for the treatment of opioid dependence and have been assigned a unique identification number that must be included on every prescription. SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence. Prescription use of this product is limited under the Drug Addiction Treatment Act. (1)

Launch Date

1.27785606E12
Primary
BUTRANS

Approved Use

SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence and should be used as part of a complete treatment plan to include counseling and psychosocial support. Under the Drug Addiction Treatment Act (DATA) codified at 21 U.S.C. 823(g), prescription use of this product in the treatment of opioid dependence is limited to physicians who meet certain qualifying requirements, and who have notified the Secretary of Health and Human Services (HHS) of their intent to prescribe this product for the treatment of opioid dependence and have been assigned a unique identification number that must be included on every prescription. SUBOXONE sublingual film is indicated for maintenance treatment of opioid dependence. Prescription use of this product is limited under the Drug Addiction Treatment Act. (1)

Launch Date

1.27785606E12
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.17 ng/mL
75 μg single, oral
dose: 75 μg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUPRENORPHINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
0.63 ng × h/mL
75 μg single, oral
dose: 75 μg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUPRENORPHINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3 h
75 μg single, oral
dose: 75 μg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUPRENORPHINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
4%
75 μg single, oral
dose: 75 μg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUPRENORPHINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
5.714 ug/kg 1 times / day single, intravenous
Studied dose
Dose: 5.714 ug/kg, 1 times / day
Route: intravenous
Route: single
Dose: 5.714 ug/kg, 1 times / day
Sources:
healthy, 22 to 35 years
n = 5
Health Status: healthy
Age Group: 22 to 35 years
Sex: M
Population Size: 5
Sources:
Other AEs: Respiratory depression...
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (4.4%)
Vomiting (1.6%)
Constipation (0.8%)
Dizziness (1.4%)
Headache (1.1%)
Somnolence (1.1%)
Fatigue (0.8%)
QT interval prolonged (0.5%)
Anxiety (0.5%)
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
32 mg 1 times / day single, oral
Highest studied dose
Dose: 32 mg, 1 times / day
Route: oral
Route: single
Dose: 32 mg, 1 times / day
Sources:
healthy, mean age 32.3 years
n = 4
Health Status: healthy
Age Group: mean age 32.3 years
Sex: M
Population Size: 4
Sources:
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Other AEs: Nausea, Vomiting...
Other AEs:
Nausea (below serious, 36 patients)
Vomiting (below serious, 24 patients)
Constipation (below serious, 9 patients)
Dizziness (below serious, 18 patients)
Headache (below serious, 15 patients)
Somnolence (below serious, 6 patients)
Pruritus (below serious, 2 patients)
Hyperhidrosis (below serious, 2 patients)
Oxygen saturation decreased (below serious, 6 patients)
Hot flush (below serious, 2 patients)
Sources:
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Other AEs: Nausea, Vomiting...
Other AEs:
Nausea (below serious, 47 patients)
Vomiting (below serious, 33 patients)
Constipation (below serious, 6 patients)
Dizziness (below serious, 26 patients)
Headache (below serious, 23 patients)
Somnolence (below serious, 6 patients)
Pruritus (below serious, 2 patients)
Hyperhidrosis (below serious, 1 patient)
Oxygen saturation decreased (below serious, 8 patients)
Hot flush (below serious, 2 patients)
Sources:
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Other AEs: Angioedema, Nausea...
Other AEs:
Angioedema (serious, 1 patient)
Nausea (below serious, 68 patients)
Vomiting (below serious, 59 patients)
Constipation (below serious, 8 patients)
Dizziness (below serious, 44 patients)
Headache (below serious, 13 patients)
Somnolence (below serious, 11 patient)
Pruritus (below serious, 11 patient)
Hyperhidrosis (below serious, 8 patients)
Oxygen saturation decreased (below serious, 7 patients)
Dehydration (below serious, 7 patients)
Hot flush (below serious, 5 patients)
Sources:
AEs

AEs

AESignificanceDosePopulation
Respiratory depression
5.714 ug/kg 1 times / day single, intravenous
Studied dose
Dose: 5.714 ug/kg, 1 times / day
Route: intravenous
Route: single
Dose: 5.714 ug/kg, 1 times / day
Sources:
healthy, 22 to 35 years
n = 5
Health Status: healthy
Age Group: 22 to 35 years
Sex: M
Population Size: 5
Sources:
Anxiety 0.5%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
QT interval prolonged 0.5%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Constipation 0.8%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Fatigue 0.8%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Headache 1.1%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Somnolence 1.1%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Dizziness 1.4%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Vomiting 1.6%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Nausea 4.4%
Disc. AE
480 ug 2 times / day multiple, oral (mean)
Recommended
Dose: 480 ug, 2 times / day
Route: oral
Route: multiple
Dose: 480 ug, 2 times / day
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
unhealthy, adult
n = 2127
Health Status: unhealthy
Condition: pain
Age Group: adult
Sex: M+F
Population Size: 2127
Sources: Page: nda/2015/207932Orig1s000MedR.pdf - p.53
Headache below serious, 15 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Dizziness below serious, 18 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Hot flush below serious, 2 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Hyperhidrosis below serious, 2 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Pruritus below serious, 2 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Vomiting below serious, 24 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Nausea below serious, 36 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Oxygen saturation decreased below serious, 6 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Somnolence below serious, 6 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Constipation below serious, 9 patients
0.125 mg 3 times / day multiple, sublingual
Dose: 0.125 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.125 mg, 3 times / day
Sources:
unhealthy
n = 82
Health Status: unhealthy
Condition: postoperative pain
Population Size: 82
Sources:
Hyperhidrosis below serious, 1 patient
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Hot flush below serious, 2 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Pruritus below serious, 2 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Headache below serious, 23 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Dizziness below serious, 26 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Vomiting below serious, 33 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Nausea below serious, 47 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Constipation below serious, 6 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Somnolence below serious, 6 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Oxygen saturation decreased below serious, 8 patients
0.25 mg 3 times / day multiple, sublingual
Dose: 0.25 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.25 mg, 3 times / day
Sources:
unhealthy
n = 80
Health Status: unhealthy
Condition: postoperative pain
Population Size: 80
Sources:
Pruritus below serious, 11 patient
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Somnolence below serious, 11 patient
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Headache below serious, 13 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Dizziness below serious, 44 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Hot flush below serious, 5 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Vomiting below serious, 59 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Nausea below serious, 68 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Dehydration below serious, 7 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Oxygen saturation decreased below serious, 7 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Constipation below serious, 8 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Hyperhidrosis below serious, 8 patients
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
Angioedema serious, 1 patient
0.5 mg 3 times / day multiple, sublingual
Dose: 0.5 mg, 3 times / day
Route: sublingual
Route: multiple
Dose: 0.5 mg, 3 times / day
Sources:
unhealthy
n = 81
Health Status: unhealthy
Condition: postoperative pain
Population Size: 81
Sources:
OverviewDrug as perpetrator​Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
no
no
no
no
no
no
no
no
no
no
no
yes
yes
yes
yes
yes
yes
yes
yes
yes
Tox targets
PubMed

PubMed

TitleDatePubMed
Should cocaine-abusing, buprenorphine-maintained patients receive auricular acupuncture? Findings from an acute effects study.
1999 Dec
Myocardial infarction associated with buprenorphine.
1999 Mar 16
Naltrexone shortened opioid detoxification with buprenorphine.
1999 Oct 1
Thrice-weekly versus daily buprenorphine maintenance.
2000 Jun 15
Dilated bile duct in patients receiving narcotic substitution: an early report.
2000 Sep
Buprenorphine treatment of heroin dependence (detoxification and maintenance) in a private practice setting.
2001
Intranasal bioavailability of buprenorphine in rabbit correlated to sheep and man.
2001 Apr 17
Simultaneous determination of buprenorphine, norbuprenorphine, and buprenorphine-glucuronide in plasma by liquid chromatography-tandem mass spectrometry.
2001 Apr 25
Rapid heroin detoxification using a single high dose of buprenorphine.
2001 Apr-Jun
[The influence of age on hemodynamics and the dose requirements of propofol and buprenorphine in total intravenous anesthesia combined with continuous epidural anesthesia].
2001 Aug
[The benefit of combining spinal morphine and intravenous buprenorphine for perioperative pain].
2001 Aug
Age-related differences in sensitivity to the antinociceptive effects of opioids in male rats. Influence of nociceptive intensity and intrinsic efficacy at the mu receptor.
2001 Aug
Buprenorphine for opiate addiction: potential economic impact.
2001 Aug 1
Hepatitis after intravenous buprenorphine misuse in heroin addicts.
2001 Feb
Mechanisms for experimental buprenorphine hepatotoxicity: major role of mitochondrial dysfunction versus metabolic activation.
2001 Feb
Buprenorphine: a new treatment for opioid addiction.
2001 Feb
Response variability to analgesics: a role for non-specific activation of endogenous opioids.
2001 Feb 15
Agonists determine the pattern of G-protein activation in mu-opioid receptor-mediated supraspinal analgesia.
2001 Jan 15
Deaths attributable to methadone vs buprenorphine in France.
2001 Jan 3
Opioid chronopharmacology.
2001 Jul
[The effect of intravenous patient controlled analgesia on activities of daily life and medical expense after thoracotomy].
2001 Jul
Testing and comparison of non-opioid analgesics in amphibians.
2001 Jul
Stimulation of guanosine-5'-o-(3-[35S]thio)triphosphate binding in digitonin-permeabilized C6 rat glioma cells: evidence for an organized association of mu-opioid receptors and G protein.
2001 Jul
Pain intolerance in opioid-maintained former opiate addicts: effect of long-acting maintenance agent.
2001 Jul 1
Port-site recurrence reproduced in the VX-2 rabbit carcinoma model: an in vivo model comparing laparoscopic port sites and open incisions.
2001 Jul-Sep
An exploratory study of buprenorphine use in Bangladesh: a note.
2001 Jun
Epidural analgesia with a combination of bupivacaine and buprenorphine in rats.
2001 Jun
[Usefulness of epidural infusion of ketamine for relief of localized superficial pain].
2001 Jun
Analysis of opioid binding to UDP-glucuronosyltransferase 2B7 fusion proteins using nuclear magnetic resonance spectroscopy.
2001 Jun
Buprenorphine treatment of pregnant opioid--dependent women: maternal and neonatal outcomes.
2001 Jun 1
The use of analgesic drugs by South African veterinarians.
2001 Mar
SUNCT syndrome: a treatment option with local opioid blockade of the superior cervical ganglion? A case report.
2001 Mar
Effects of buprenorphine/naloxone in opioid-dependent humans.
2001 Mar
Development and validation of a sensitive analytical method for the simultaneous determination of buprenorphine and norbuprenorphine in human plasma.
2001 Mar
Differential tolerance to antinociceptive effects of mu opioids during repeated treatment with etonitazene, morphine, or buprenorphine in rats.
2001 Mar 1
Double-blind randomized trial of buprenorphine and methadone in opiate dependence.
2001 Mar 1
Comment on Valenciano et al's "Unsafe injecting practices among attendees of syringe exchange programmes in France".
2001 May
Antinociceptive activity of and clinical experience with buprenorphine in swine.
2001 May
A meta-analysis comparing buprenorphine to methadone for treatment of opiate dependence.
2001 May
Comparison of pharmacological activities of buprenorphine and norbuprenorphine: norbuprenorphine is a potent opioid agonist.
2001 May
Perceptual and motor effects of morphine and buprenorphine in baboons.
2001 May-Jun
Hydrolysis of conjugated metabolites of buprenorphine. I. The quantitative enzymatic hydrolysis of buprenorphine-3-beta-D-glucuronide in human urine.
2001 Oct
Opioid maintenance: the politics matter.
2001 Oct
Cost-effectiveness of buprenorphine maintenance versus methadone maintenance.
2001 Oct
Buprenorphine: better late than never.
2001 Oct 1
[Treatment of heroin addiction--clinical findings hand-in-hand with evidence].
2001 Oct 10
[Buprenorphine in pregnancy].
2001 Sep
Limits to buprenorphine dosing: a comparison between quintuple and sextuple the maintenance dose every 5 days.
2001 Sep 1
Effect of epidural analgesia on postoperative paralytic ileus in chronic schizophrenia.
2001 Sep-Oct
Patents

Sample Use Guides

The initial starting dose is 1 mL buprenorphine hydrochloride injection (0.3 mg buprenorphine) given by deep intramuscular or slow (over at least 2 minutes) intravenous injection at up to 6-hour intervals, as needed. Repeat once (up to 0.3 mg) if required, 30 to 60 minutes after initial dosage, giving consideration to previous dose pharmacokinetics, and thereafter only as needed. In high-risk patients (e.g., elderly, debilitated, presence of respiratory disease, etc.) and/or in patients where other CNS depressants are present, such as in the immediate postoperative period, the dose should be limited to the minimum required. Buprenorphine hydrochloride has been used in pediatric patients 2 to 12 years of age at doses between 2 to 6 micrograms/kg of body weight given every 4 to 6 hours. There is insufficient experience to recommend a dose in infants below the age of two years, single doses greater than 6 micrograms/kg of body weight, or the use of a repeat or second dose at 30 to 60 minutes (such as is used in adults).
Route of Administration: Other
Functional activity of μ receptors in intact cells was determined by measuring receptor-induced membrane potential change, which can be directly read by Molecular Devices Membrane Potential Assay Kit (Blue Dye) using the FlexStation 3® microplate reader. CHO cells transfected with human μ-opioid receptors were seeded in a 96-well plate (30 000 cells per well) 1 day prior to the experiments. For agonist assays, after brief washing, the cells were loaded with 225 μL of HBSS assay buffer (HBSS with 20 mM of HEPES, pH 7.4), containing the blue dye, and incubated at 37°C. After 30 min, 25 μL of the Buprenorphine were automatically dispensed into the wells by the FlexStation and receptor stimulation-mediated membrane potential change is recorded every 3 s for 60 s by reading 550–565 nm fluorescence excited at 530 nm wavelength.
Substance Class Chemical
Created
by admin
on Fri Dec 16 16:34:48 UTC 2022
Edited
by admin
on Fri Dec 16 16:34:48 UTC 2022
Record UNII
56W8MW3EN1
Record Status Validated (UNII)
Record Version
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Name Type Language
BUPRENORPHINE HYDROCHLORIDE
EP   JAN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
USAN  
Official Name English
BUNAVAIL COMPONENT BUPRENORPHINE HYDROCHLORIDE
Brand Name English
CL-112302
Code English
SUBOXONE COMPONENT BUPRENORPHINE HYDROCHLORIDE
Common Name English
CL 112,302
Code English
BUPRENORPHINE HYDROCHLORIDE COMPONENT OF SUBOXONE
Common Name English
RX-6029-M HCL
Code English
BELBUCA
Brand Name English
NOPAN
Brand Name English
FINIBRON
Brand Name English
LEPETAN
Common Name English
BUPREX
Common Name English
VETERGESIC
Common Name English
BUPRENORPHINE HYDROCHLORIDE [USAN]
Common Name English
BUPRENORPHINE HYDROCHLORIDE [JAN]
Common Name English
BUPRENORPHINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
BUPREDERM
Common Name English
6,14-ETHENOMORPHINAN-7-METHANOL, 17-(CYCLOPROPYLMETHYL)-.ALPHA.-(1,1-DIMETHYLETHYL)-4,5-EPOXY-18,19-DIHYDRO-3-HYDROXY-6-METHOXY-.ALPHA.-METHYL-, HYDROCHLORIDE, (5.ALPHA.,7.ALPHA.(S))-
Common Name English
ANORFIN
Brand Name English
NIH-8805
Code English
RX 6029-M HCL
Code English
BUPRENORPHINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
BUPRENORPHINE HYDROCHLORIDE COMPONENT OF BUNAVAIL
Brand Name English
BUPRENORPHINE HYDROCHLORIDE [MART.]
Common Name English
BUPRENORPHINE HYDROCHLORIDE [USP-RS]
Common Name English
BUPRENORPHINE HYDROCHLORIDE [USP IMPURITY]
Common Name English
BUPRENEX
Brand Name English
UM 952
Code English
BUPRENORPHINE HYDROCHLORIDE CIII
USP-RS  
Common Name English
Buprenorphine hydrochloride [WHO-DD]
Common Name English
SCH-028444
Code English
BUPRENORPHINE HYDROCHLORIDE [MI]
Common Name English
SUBUTEX
Brand Name English
BUPRENORPHINE HYDROCHLORIDE [VANDF]
Common Name English
BUPRENORPHINE HCL
Common Name English
NIH 8805
Code English
BUPRENORPHINE HYDROCHLORIDE COMPONENT OF CASSIPA
Brand Name English
BUPRENORPHINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
21-Cyclopropyl-7?-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine hydrochloride
Common Name English
BUPRENORPHINE HYDROCHLORIDE [EP IMPURITY]
Common Name English
M-6029
Code English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
NCI_THESAURUS C1506
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
FDA ORPHAN DRUG 75293
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
Code System Code Type Description
EPA CompTox
DTXSID2048905
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
NCI_THESAURUS
C47424
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
DRUG BANK
DBSALT000019
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
CAS
53152-21-9
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
PUBCHEM
3033050
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
RXCUI
203841
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY RxNorm
MERCK INDEX
M2771
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY Merck Index
CHEBI
652822
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
RS_ITEM_NUM
1078700
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
DAILYMED
56W8MW3EN1
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
EVMPD
SUB13133MIG
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
ECHA (EC/EINECS)
258-396-8
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
FDA UNII
56W8MW3EN1
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
ChEMBL
CHEMBL511142
Created by admin on Fri Dec 16 16:34:48 UTC 2022 , Edited by admin on Fri Dec 16 16:34:48 UTC 2022
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
IMPURITY -> PARENT
Related Record Type Details
ACTIVE MOIETY