EPTAZOCINE HYDROBROMIDE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H21NO.BrH
Molecular Weight	312.245
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Br.CN1CC[C@]2(C)C[C@@H](CC3=C2C=C(O)C=C3)C1

InChI

InChIKey=KMISFPIWSMSMJD-GPKQSYPGSA-N

InChI=1S/C15H21NO.BrH/c1-15-5-6-16(2)10-11(9-15)7-12-3-4-13(17)8-14(12)15;/h3-4,8,11,17H,5-7,9-10H2,1-2H3;1H/t11-,15-;/m1./s1

HIDE SMILES / InChI

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/15278579

Eptazocine is an opioid analgesic which was introduced in 1987 by Morishita in Japan . It acts as a mixed κappa opioid receptor agonist and mu-opioid receptor antagonist.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu opioid receptor 231 Target ID: CHEMBL233 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2992058	Antagonist 2849
Kappa opioid receptor 115 Target ID: CHEMBL237 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2992058	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: http://link.springer.com/article/10.1007/BF03305983?view=classic	Primary		Approved 8583	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
29.97 ng/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page-16	15 mg single, subcutaneous dose: 15 mg route of administration: Subcutaneous experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
34.86 ng/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page=16	15 mg single, intramuscular dose: 15 mg route of administration: Intramuscular experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
82.34 ng × h/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page-16	15 mg single, subcutaneous dose: 15 mg route of administration: Subcutaneous experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
95.64 ng × h/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page=16	15 mg single, intramuscular dose: 15 mg route of administration: Intramuscular experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
119.1 μg × min/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/22/4/22_4_731/_article/-char/en	60 mg single, intravenous dose: 60 mg route of administration: Intravenous experiment type: SINGLE co-administered: NITROUS OXIDE	NITROUS OXIDE	EPTAZOCINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
143.6 μg × min/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/22/4/22_4_731/_article/-char/en	90 mg single, intravenous dose: 90 mg route of administration: Intravenous experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
1.77 h OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page-16	15 mg single, subcutaneous dose: 15 mg route of administration: Subcutaneous experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
1.66 h OTHER GOV'T https://www.info.pmda.go.jp/go/interview/1/530169_1149405A1025_1_004_1F.pdf#page=16	15 mg single, intramuscular dose: 15 mg route of administration: Intramuscular experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
108.9 min EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/22/4/22_4_731/_article/-char/en	60 mg single, intravenous dose: 60 mg route of administration: Intravenous experiment type: SINGLE co-administered: NITROUS OXIDE	NITROUS OXIDE	EPTAZOCINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
110.3 min EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/22/4/22_4_731/_article/-char/en	90 mg single, intravenous dose: 90 mg route of administration: Intravenous experiment type: SINGLE co-administered:		EPTAZOCINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
90 mg single, caudal epidural Highest studied dose Dose: 90 mg Route: caudal epidural Route: single Dose: 90 mg Sources: https://pubmed.ncbi.nlm.nih.gov/8874908/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/8874908/	Sources: https://pubmed.ncbi.nlm.nih.gov/8874908/

PubMed

Title	Date	PubMed
[Preferential action of eptazocine, a novel analgesic, with opioid receptors in isolated guinea pig ileum and mouse vas deferens preparations].	1990-01	2154395
The interaction of eptazocine, a novel analgesic, with opioid receptors.	1985-05	2992058

Patents

Sample Use Guides

In Vivo Use Guide

The induction of anesthesia was started with eptazocine 30 mg iv and thiopental 3-4 mg.kg-1 iv and the trachea was intubated smoothly following succinylcholine 40 mg iv. Then, they were given intravenous droperidol 0.15 mg.kg-1 with inhalation of 70% N2O and 30% O2. Good intraoperative muscle relaxation was obtained by dialferine or pancuronium.

Route of Administration: Intravenous

In Vitro Use Guide

Eptazocine caused a concentration-dependent inhibition against the [3H]-naloxone [( 3H]-NLX) specific binding to rat brain synaptic membrane in the absence of sodium cation and GTP (IC50; 7.83 +/- 1.57 microM). The ratios of IC50 values between the absence to the presence of sodium cation alone or sodium cation and GTP were 3.89 and 4.35, respectively. In addition, eptazocine (10 microM) also produced the significant decrease of [3H]-NLX specific binding in the mouse brain synaptic membrane

Name

Type

Language

(-)-NIH-9614

Preferred Name

English

EPTAZOCINE HYDROBROMIDE

Common Name

English

EPTAZOCINE HYDROBROMIDE [JAN]

Common Name

English

EPTAZOCINE HBR

Common Name

English

ST-2121

Code

English

1,6-METHANO-1H-4-BENZAZONIN-10-OL, 2,3,4,5,6,7-HEXAHYDRO-1,4-DIMETHYL-, HBR (1:1), (1S,6S)-

Common Name

English

(-)-(1S,6S)-2,3,4,5,6,7-HEXAHYDRO-1,4-DIMETHYL-1,6-METHANO-1H-4-BENZAZONIN-10-OL HBR

Common Name

English

(-)-(1S,6S)-2,3,4,5,6,7-HEXAHYDRO-1,4-DIMETHYL-1,6-METHANO-1H-4-BENZAZONIN-10-OL HYDROBROMIDE

Systematic Name

English

(-)-ST-2121

Code

English

MCV-4169

Code

English

L-ST-2121

Code

English

Eptazocine hydrobromide [WHO-DD]

Common Name

English

1,6-METHANO-1H-4-BENZAZONIN-10-OL, 2,3,4,5,6,7-HEXAHYDRO-1,4-DIMETHYL-, HYDROBROMIDE (1:1), (1S,6S)-

Common Name

English

EPTAZOCINE HYDROBROMIDE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C241