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Details

Stereochemistry UNKNOWN
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

Molecular Formula C10H12ClNO4
Molecular Weight 245.6599
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.

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
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
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).
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:35:50 UTC 2021
Edited
by admin
on Fri Jun 25 21:35:50 UTC 2021
Record UNII
G014XC07GH
Record Status Validated (UNII)
Record Version
  • Download
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 Fri Jun 25 21:35:50 UTC 2021 , Edited by admin on Fri Jun 25 21:35:50 UTC 2021
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER