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Details

Stereochemistry ACHIRAL
Molecular Formula C23H21ClN6O3.CH4O3S
Molecular Weight 561.01
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of LOPRAZOLAM MESILATE

SMILES

CS(O)(=O)=O.CN1CCN(CC1)\C=C2/N=C3CN=C(C4=CC=CC=C4Cl)C5=C(C=CC(=C5)[N+]([O-])=O)N3C2=O

InChI

InChIKey=DDSDPQHQLNAGLJ-YEBWQKSTSA-N
InChI=1S/C23H21ClN6O3.CH4O3S/c1-27-8-10-28(11-9-27)14-19-23(31)29-20-7-6-15(30(32)33)12-17(20)22(25-13-21(29)26-19)16-4-2-3-5-18(16)24;1-5(2,3)4/h2-7,12,14H,8-11,13H2,1H3;1H3,(H,2,3,4)/b19-14-;

HIDE SMILES / InChI
Molecular Formula C23H21ClN6O3
Molecular Weight 464.904
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE
Molecular Formula CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Sources: www.mhra.gov.uk/home/groups/par/documents/websiteresources/con418469.pdf
Curator's Comment: description was created based on several sources, including, http://home.intekom.com/pharm/hmr/dormnoct.html

Loprazolam is a hypnotic drug which stimulates GABA-A receptors. Due to its hypnotic activity the drug is used to treat short-term sleep disordes.

CNS Activity

CNS Active
4002
Curator's Comment: The drug is hypnotic.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
GABA-A receptor; benzodiazepine site
38
Target ID: CHEMBL2109243
Sources: www.mhra.gov.uk/home/groups/par/documents/websiteresources/con418469.pdf
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
DORMONOCT

Approved Use

Short-term treatment of insomnia.Sleep disturbances in the geriatric patient. Pre-operative sleep disturbances.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
4.3 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
4.2 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
4.1 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
4.6 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
46.6 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
74.5 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
35.5 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
50 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
11.22 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
19.77 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2864049/
1 mg single, oral
dose: 1 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOPRAZOLAM plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
8 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
3.3 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/2860916/
1 mg 1 times / day multiple, oral
dose: 1 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
LOPRAZOLAM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
15%
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/6140793/
LOPRAZOLAM plasma
Homo sapiens
Doses

Doses

DosePopulationAdverse events​
1 mg 7 times / day multiple, oral
Recommended
Dose: 1 mg, 7 times / day
Route: oral
Route: multiple
Dose: 1 mg, 7 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/6147285/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6147285/
Sources:
https://pubmed.ncbi.nlm.nih.gov/6147285/
2 mg single, oral
Recommended
Dose: 2 mg
Route: oral
Route: single
Dose: 2 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
Other AEs: Lethargy, Dizziness...
Other AEs:
Lethargy
Dizziness (20%)
Ataxia (20%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
AEs

AEs

AESignificanceDosePopulation
Lethargy
2 mg single, oral
Recommended
Dose: 2 mg
Route: oral
Route: single
Dose: 2 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
Ataxia 20%
2 mg single, oral
Recommended
Dose: 2 mg
Route: oral
Route: single
Dose: 2 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
Dizziness 20%
2 mg single, oral
Recommended
Dose: 2 mg
Route: oral
Route: single
Dose: 2 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6132929/
PubMed

PubMed

TitleDatePubMed
A comparison of the hypnotic activity of loprazolam, temazepam and placebo in general practice.
1984
Patents

Patents

US4044142 A
3

Sample Use Guides

In Vivo Use Guide
The usual adult dose is 1 - 2 mg at bedtime.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:17:21 GMT 2025
Edited
by admin
on Mon Mar 31 19:17:21 GMT 2025
Record UNII
VKF8383J65
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOPRAZOLAM METHANESULFONATE
MI  
Preferred Name English
LOPRAZOLAM MESILATE
MART.   WHO-DD  
Common Name English
Loprazolam mesilate [WHO-DD]
Common Name English
RU-31158
Code English
SOMNOVIT
Brand Name English
1H-IMIDAZO(1,2-A)(1,4)BENZODIAZEPIN-1-ONE, 6-(2-CHLOROPHENYL)-2,4-DIHYDRO-2-((4-METHYL-1-PIPERAZINYL)METHYLENE)-8-NITRO-, (2Z)-, METHANESULFONATE (1:1)
Systematic Name English
SONIN
Brand Name English
LOPRAZOLAM MESILATE [MART.]
Common Name English
LOPRAZOLAM METHANESULFONATE [MI]
Common Name English
HR-158
Code English
LOPRAZOLAM MESYLATE
Common Name English
DORMONOCT
Brand Name English
HAVLANE
Brand Name English
Code System Code Type Description
CAS
70111-54-5
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
EVMPD
SUB02971MIG
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
WIKIPEDIA
Loprazolam mesylate
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
PUBCHEM
6917853
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
CAS
61197-93-1
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
NON-SPECIFIC STOICHIOMETRY
MERCK INDEX
m6901
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY Merck Index
FDA UNII
VKF8383J65
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
RXCUI
235846
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY RxNorm
SMS_ID
100000085062
Created by admin on Mon Mar 31 19:17:21 GMT 2025 , Edited by admin on Mon Mar 31 19:17:21 GMT 2025
PRIMARY
Related Record Type Details
Structure of LOPRAZOLAM
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of LOPRAZOLAM
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