CHLORPHENESIN CARBAMATE, (+)-

Details

Stereochemistry	UNKNOWN
Molecular Formula	C10H12ClNO4
Molecular Weight	245.66
Optical Activity	( + )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CHLORPHENESIN CARBAMATE, (+)-

Structure Search

SMILES

NC(=O)OCC(O)COC1=CC=C(Cl)C=C1

InChI

InChIKey=SKPLBLUECSEIFO-UHFFFAOYSA-N

InChI=1S/C10H12ClNO4/c11-7-1-3-9(4-2-7)15-5-8(13)6-16-10(12)14/h1-4,8,13H,5-6H2,(H2,12,14)

HIDE SMILES / InChI

Molecular Formula	C10H12ClNO4
Molecular Weight	245.66
Charge	0
Count

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

Description
Sources: doi:10.1001/jama.1966.03100220075024
Curator's Comment: description was created based on several sources, including: http://www.drugs.com/mtm/chlorphenesin.html http://www.drugbank.ca/drugs/DB00856 https://en.wikipedia.org/wiki/Chlorphenesin

Chlorphenesin carbamate (Maolate, Musil) is a centrally acting muscle relaxant used to treat muscle pain and spasms. Сhlorphenesin acts in the central nervous system (CNS) rather than directly on skeletal muscle. It also has antifungal and some antibacterial properties. The major adverse effects are drowsiness and dizziness.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
nerve impulses 3 Target ID: nerve impulses Sources: https://www.drugs.com/mtm/maolate.html	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Muscle pain 7 Sources: DOI:10.1001/jama.1966.03100220075024	Primary		Approved 8429	MAOLATE Approved Use Unknown Launch Date -1.43596798E11
Muscle spasm 40 Sources: https://www.drugs.com/imprints/maolate-2166.html	Curative		Approved 8429	MAOLATE Approved Use Unknown Launch Date -1.43683207E11

C_max

Value	Dose	Co-administered	Analyte	Population
14.9 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5133920/	2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: METHOCARBAMOL	METHOCARBAMOL	CHLORPHENESIN CARBAMATE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
84 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5133920/	2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: METHOCARBAMOL	METHOCARBAMOL	CHLORPHENESIN CARBAMATE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
0.44 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5133920/	2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: METHOCARBAMOL	METHOCARBAMOL	CHLORPHENESIN CARBAMATE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
MATE1 306 MATE2 263

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
MATE1 308	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/26507723/	weak [IC50 >691.9 uM]	CHLORPHENESIN 3
MATE2 263	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/26507723/	weak [IC50 >691.9 uM]	CHLORPHENESIN 3

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:3643	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:3643
ChemicalBook	CB6493622	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB6493622
MolPort	MolPort-002-070-331	https://www.molport.com/shop/molecule-link/MolPort-002-070-331
eMolecules	734530	https://www.emolecules.com/cgi-bin/more?vid=734530

PubMed

Title	Date	PubMed
Relative bioavailability of generic and branded 250-mg and 500-mg oral chlorphenesin carbamate tablets in healthy Korean volunteers: a single-dose, randomized-sequence, open-label, two-period crossover trial.	2009 Nov	20110015
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011 Jul 14	21599003

Patents

Sample Use Guides

In Vivo Use Guide

for adults is 1.6 to 2.4 gm given in divided doses

Route of Administration: Oral

In Vitro Use Guide

chlorphenesin carbamate (CPC) has an apparent depressing action on the spinal neuron. CPC caused marked hyperpolarizations and depressed spontaneous activities in both of the primary afferent terminals (PAT) and motoneurons (MN).

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:51:06 UTC 2023` Edited by `admin` on `Sat Dec 16 10:51:06 UTC 2023`
Record UNII	G014XC07GH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHLORPHENESIN CARBAMATE, (+)-

Common Name

English

1,2-PROPANEDIOL, 3-(4-CHLOROPHENOXY)-, 1-CARBAMATE, (+)-

Common Name

English

Code System Code Type Description

FDA UNII

G014XC07GH

Created by admin on Sat Dec 16 10:51:06 UTC 2023 , Edited by admin on Sat Dec 16 10:51:06 UTC 2023

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CHLORPHENESIN CARBAMATE

RACEMATE -> ENANTIOMER