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194085-75-1

2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE, also known as Carisbamate, is an antiepileptic agent that has been developed for the adjuvant treatment of partial onset epilepsy. It is effective in reducing spike and wave discharges in the frontoparietal cortex, increasing latency to the first running episode in convulsive seizures, and reducing motor seizure frequency in spontaneous seizures. Carisbamate also exhibits neuroprotective and antiepileptogenic properties in rodent epilepsy models. Its mechanism of action includes blocking Nav1.2 channels and inhibiting repetitive firing of action potentials in rat hippocampal neurons, as well as reducing T-type Ca2+ currents in HEK cells transfected with human recombinant Cav3.1 channels.

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  • 194085-75-1 Structure

  • Basic information

    1. Product Name: 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE
    2. Synonyms: 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE;Carisbamate;(S)-Carisbamate;1,2-Ethanediol,1-(2-chlorophenyl)-, 2-carbaMate, (1S)-;JNJ 10234094;RWJ 333369;YKP 509;CarisbaMate (RWJ-333369)
    3. CAS NO:194085-75-1
    4. Molecular Formula: C9H10ClNO3
    5. Molecular Weight: 215.63
    6. EINECS: N/A
    7. Product Categories: Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals
    8. Mol File: 194085-75-1.mol
    9. Article Data: 1

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Refrigerator
    8. Solubility: DMSO (Slightly), Methanol (Slightly)
    9. CAS DataBase Reference: 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE(194085-75-1)
    11. EPA Substance Registry System: 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE(194085-75-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 194085-75-1(Hazardous Substances Data)

194085-75-1 Usage

Uses

Used in Pharmaceutical Industry:
2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE is used as an antiepileptic agent for the adjuvant treatment of partial onset epilepsy. It is effective in reducing spike and wave discharges, increasing latency to the first running episode in convulsive seizures, and reducing motor seizure frequency in spontaneous seizures due to its ability to block Nav1.2 channels, inhibit repetitive firing of action potentials, and reduce T-type Ca2+ currents.
Additionally, Carisbamate exhibits neuroprotective and antiepileptogenic properties, making it a promising candidate for further research and development in the treatment of epilepsy and potentially other neurological disorders.

Check Digit Verification of cas no

The CAS Registry Mumber 194085-75-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,4,0,8 and 5 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 194085-75:
(8*1)+(7*9)+(6*4)+(5*0)+(4*8)+(3*5)+(2*7)+(1*5)=161
161 % 10 = 1
So 194085-75-1 is a valid CAS Registry Number.

194085-75-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name [(2S)-2-(2-chlorophenyl)-2-hydroxyethyl] carbamate

1.2 Other means of identification

Product number -
Other names Comfyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:194085-75-1 SDS

194085-75-1Synthetic route

(S)-carbamic acid 2-(2-chloro-phenyl)-2-(1-methoxy-1-methyl-ethoxy)-ethyl ester
1026550-57-1

(S)-carbamic acid 2-(2-chloro-phenyl)-2-(1-methoxy-1-methyl-ethoxy)-ethyl ester

carisbamate
194085-75-1

carisbamate

Conditions
ConditionsYield
With sulfuric acid In water at 15 - 50℃; for 0.75 - 1.25h;
carisbamate
194085-75-1

carisbamate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(S)-(+)-2-(2-chlorophenyl)-2-hydroxy-ethyl carbamate p-toluenesulfonic acid
1027637-67-7

(S)-(+)-2-(2-chlorophenyl)-2-hydroxy-ethyl carbamate p-toluenesulfonic acid

Conditions
ConditionsYield
for 0.166667h; Product distribution / selectivity;
In hexane for 0.166667h; Product distribution / selectivity;

194085-75-1Relevant articles and documents

IMPROVED PROCESS FOR PREPARING 2-(SUBSTITUTED PHENYOL)-2-HYDROXY-ETHYL-CARBAMATES

-

Page/Page column 7-8; 8, (2009/05/29)

The present invention relates to a process of preparing a compound of Formula I: Wherein R1 is defined in the specification. Compounds of Formula I are useful for treating disorders of the central nervous system, including epilepsy. The process includes a novel use of the reagent lithium borohydride.

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