U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C10H12ClNO4
Molecular Weight 245.6599
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORPHENESIN CARBAMATE

SMILES

c1cc(ccc1Cl)OCC(COC(=N)O)O

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

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: nerve impulses
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Sources: DOI:10.1001/jama.1966.03100220075024
Primary
MAOLATE

Approved Use

Unknown

Launch Date

-1.43596798E11
Curative
MAOLATE

Approved Use

Unknown

Launch Date

-1.43683207E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
14.9 μg/mL
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered: METHOCARBAMOL
CHLORPHENESIN CARBAMATE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
84 μg × h/mL
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered: METHOCARBAMOL
CHLORPHENESIN CARBAMATE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.44 h
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered: METHOCARBAMOL
CHLORPHENESIN CARBAMATE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
weak [IC50 >691.9 uM]
weak [IC50 >691.9 uM]
PubMed

PubMed

TitleDatePubMed
Stimulatory effects of chlorzoxazone, a centrally acting muscle relaxant, on large conductance calcium-activated potassium channels in pituitary GH3 cells.
2003 Jan 3
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

In Vivo Use Guide
Sources: doi:10.1001/jama.1966.03100220075024
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).
Name Type Language
CHLORPHENESIN CARBAMATE
GREEN BOOK   HSDB   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN  
Official Name English
CHLORPHENESIN CARBAMATE [GREEN BOOK]
Common Name English
CHLORPHENESIN CARBAMATE [JAN]
Common Name English
CHLORPHENESIN CARBAMATE [ORANGE BOOK]
Common Name English
CHLORPHENESIN CARBAMATE [USAN]
Common Name English
MAOLATE
Brand Name English
U-19646
Code English
1,2-PROPANEDIOL, 3-(4-CHLOROPHENOXY)-, 1-CARBAMATE
Common Name English
CHLORPHENESIN CARBAMATE [HSDB]
Common Name English
CHLORPHENESIN CARBAMATE [VANDF]
Common Name English
NSC-82943
Code English
3-(P-CHLOROPHENOXY)-1,2-PROPANEDIOL 1-CARBAMATE
Common Name English
U-19,646
Code English
CHLORPHENESIN CARBAMATE [MI]
Common Name English
CHLORPHENESIN CARBAMATE [WHO-DD]
Common Name English
CHLORPHENESIN CARBAMATE [MART.]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.434
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
NCI_THESAURUS C29578
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
Code System Code Type Description
PUBCHEM
2724
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
NCI_THESAURUS
C65322
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
MERCK INDEX
M3455
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY Merck Index
CAS
886-74-8
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
WIKIPEDIA
Chlorphenesin carbamate
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
RXCUI
20880
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY RxNorm
MESH
C015071
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
EPA CompTox
886-74-8
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
EVMPD
SUB01245MIG
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
ECHA (EC/EINECS)
212-954-7
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
FDA UNII
57U5YI11WP
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
DRUG CENTRAL
614
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
HSDB
3031
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
ChEMBL
CHEMBL607710
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY
DRUG BANK
DB14656
Created by admin on Sat Jun 26 03:21:14 UTC 2021 , Edited by admin on Sat Jun 26 03:21:14 UTC 2021
PRIMARY