MEPTAZINOL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C15H23NO.ClH
Molecular Weight	269.81
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCC1(CCCCN(C)C1)C2=CC=CC(O)=C2

InChI

InChIKey=MPJUSISYVXABBH-UHFFFAOYSA-N

InChI=1S/C15H23NO.ClH/c1-3-15(9-4-5-10-16(2)12-15)13-7-6-8-14(17)11-13;/h6-8,11,17H,3-5,9-10,12H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula	C15H23NO
Molecular Weight	233.3492
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

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

Description
Sources: http://www.mhra.gov.uk/home/groups/spcpil/documents/spcpil/con1435297377639.pdf
Curator's Comment: description was created based on several sources, including: http://www.shijiebiaopin.net/upload/product/201222217302623.PDF | https://www.drugs.com/uk/meptid-tablets-200mg-leaflet.html

Meptazinol is a unique opioid analgesic. Binding studies suggest a relative selectivity for mu-1 opioid receptor sites. Meptid is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic. The most commonly reported adverse reactions after treatment with meptazinol are nausea, vomiting, dizziness, diarrhoea and increased sweating, constipation, abdominal pain, rash, vertigo, headache, drowsiness, somnolence and dyspepsia.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Cholinesterase 14 Target ID: P81908 Gene ID: NA Gene Symbol: BCHE Target Organism: Equus caballus (Horse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3607358	Inhibitor 8504	3.6 µM [IC50]
Acetylcholinesterase 209 Target ID: CHEMBL3198 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3607358	Inhibitor 8504	0.4 µM [IC50]
Mu opioid receptor 231 Target ID: CHEMBL2858 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6319856 \| https://www.ncbi.nlm.nih.gov/pubmed/6141283 \| https://www.ncbi.nlm.nih.gov/pubmed/3001685	Partial Agonist 297	8.0 nM [Kd]

Conditions

Condition	Modality	Highest Phase	Product
Obstetric pain 2 Sources: https://www.medicines.org.uk/emc/medicine/21242	Primary	Approved 8583	Meptid Approved Use The drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic.
Postoperative pain 22 Sources: https://www.medicines.org.uk/emc/medicine/21242	Primary	Approved 8583	Meptid Approved Use The drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic.
Pain of renal colic 2 Sources: https://www.medicines.org.uk/emc/medicine/21242	Primary	Approved 8583	Meptid Approved Use The drug is indicated for the treatment of moderate to severe pain, including post-operative pain, obstetric pain and the pain of renal colic.

C_max

Value	Dose	Analyte	Population
41.3 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
55.6 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
55.6 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
53.5 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
22.91 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
55.11 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
118.07 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Analyte	Population
202 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
243 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
156 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
143 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
322.9 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED
316.7 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intramuscular dose: 25 mg route of administration: Intramuscular experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED
216.4 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
89.56 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
164.75 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
418.28 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
3.39 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
4.97 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg 4 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
1.94 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
2.13 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/ \| https://pubmed.ncbi.nlm.nih.gov/6617729/	200 mg multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
2.93 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED
3.08 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intramuscular dose: 25 mg route of administration: Intramuscular experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED
2.06 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6617729/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
2.44 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
2.19 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19819764/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	MEPTAZINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
66.2% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6499901/	200 mg dose: 200 mg route of administration: experiment type: co-administered:		MEPTAZINOL plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
400 mg single, oral Highest studied dose Dose: 400 mg Route: oral Route: single Dose: 400 mg Sources: https://pubmed.ncbi.nlm.nih.gov/6615689/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/6615689/	Sources: https://pubmed.ncbi.nlm.nih.gov/6615689/
10 g single, oral Overdose Dose: 10 g Route: oral Route: single Dose: 10 g Sources: https://pubmed.ncbi.nlm.nih.gov/3623579/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3623579/	Disc. AE: Respiratory arrest... AEs leading to discontinuation/dose reduction: Respiratory arrest Sources: https://pubmed.ncbi.nlm.nih.gov/3623579/

AEs

AE	Significance	Dose	Population
Respiratory arrest	Disc. AE	10 g single, oral Overdose Dose: 10 g Route: oral Route: single Dose: 10 g Sources: https://pubmed.ncbi.nlm.nih.gov/3623579/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3623579/

PubMed

Title	Date	PubMed
(3S,4S)-3-Ethyl-4-hydr-oxy-3-(3-methoxy-phen-yl)-1-methyl-azepan-1-ium d-tartrate dihydrate.	2008 Apr 2	21202277
1-Methyl-3-(3-oxocyclo-hex-1-en-yl)azepan-2-one.	2008 Sep 13	21201143
Liquid chromatography/positive ion electrospray tandem mass spectrometry method for the quantification of hydrochloride meptazinol in human plasma: application to a pharmacokinetic study.	2009 Nov 15	19819764
In situ and in vivo study of nasal absorption of paeonol in rats.	2010	21614179
[Patient-controlled intravenous analgesia with remifentanil as an alternative to epidural analgesia during labor: case series and discussion of medicolegal aspects].	2010 Aug	20806149

Patents

Sample Use Guides

In Vivo Use Guide

Oral: One tablet (200 mg), with a glass of water, every four hours. Intramuscular: 75-100mg. The injection may be repeated 2-4 hourly as required. For obstetric pain a dose of 100-150mg should be used according to weight. This dose should approximate 2mg/kg. Intravenous: 50-100mg by slow intravenous injection. The injection may be repeated 2-4 hourly as required. If vomiting occurs, a suitable antiemetic should be given.

Route of Administration: Other

In Vitro Use Guide

Approximately 20 to 40% of 3H-opiate binding is inhibited by meptazinol at concentrations less than 5 nM, whereas the inhibition for D-[3H]Ala2-D-Leu5-enkaphalin usually ranges from 15 to 20%.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:41:51 GMT 2025` Edited by `admin` on `Mon Mar 31 21:41:51 GMT 2025`
Record UNII	T62FQ4ZCPA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MEPTID

Preferred Name

English

MEPTAZINOL HYDROCHLORIDE

Official Name

English

MEPTAZINOL HYDROCHLORIDE [USAN]

Common Name

English

WY 22811 HCL

Code

English

PHENOL, 3-(3-ETHYLHEXAHYDRO-1-METHYL-1H-AZEPIN-3-YL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

MEPTAZINOL HCL

Common Name

English

WY-22811 HYDROCHLORIDE

Code

English

IL-22811 HYDROCHLORIDE

Code

English

IL-22811 HCL

Code

English

MEPTAZINOL HYDROCHLORIDE [MI]

Common Name

English

MEPTAZINOL HYDROCHLORIDE [MART.]

Common Name

English

MEPTAZINOL HYDROCHLORIDE (±)-

Common Name

English

IL 22811 HCL

Code

English

WY-22811

Code

English

Meptazinol hydrochloride [WHO-DD]

Common Name

English

WY-22811 HCL

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C67413