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2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE

Product Name
2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE
CAS No.
194085-75-1
Chemical Name
2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE
Synonyms
YKP 509;RWJ 333369;Carisbamate;JNJ 10234094;(S)-Carisbamate;CarisbaMate (RWJ-333369);2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE;[(2S)-2-(2-chlorophenyl)-2-hydroxyethyl] carbamate;1,2-ETHANEDIOL,1-(2-CHLOROPHENYL)-, 2-CARBAMATE, (S)-;1,2-Ethanediol,1-(2-chlorophenyl)-, 2-carbaMate, (1S)-
CBNumber
CB11474577
Molecular Formula
C813CH8D2Cl15NO3
Formula Weight
215.63
MOL File
194085-75-1.mol
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2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE Property

Melting point:
131-132°C
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
optical activity
[α]/D +77 to +87°, c =0.2 in chloroform-d
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23514
Product name
Carisbamate
Purity
≥98%
Packaging
500μg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
23514
Product name
Carisbamate
Purity
≥98%
Packaging
1mg
Price
$218
Updated
2024/03/01
TRC
Product number
C183510
Product name
(S)-Carisbamate
Packaging
5mg
Price
$215
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009416
Product name
CARISBAMATE
Purity
95.00%
Packaging
1MG
Price
$315
Updated
2021/12/16
AK Scientific
Product number
X3698
Product name
(S)-Carisbamate
Packaging
1mg
Price
$340
Updated
2021/12/16
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2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE Chemical Properties,Usage,Production

Description

Carisbamate is an antiepileptic agent., In vivo, administration of carisbamate (10-60 mg/kg) dose-dependently reduces spike and wave discharges in the frontoparietal cortex in a rat model of absence seizures. Carisbamate (10 mg/kg) increases latency to the first running episode in the Wistar audiogenic sensitive rat model of convulsive seizures. It also reduces motor seizure frequency in a rat model of spontaneous seizures in a dose-dependent manner. Carisbamate blocks Nav1.2 channels (IC50 = 68 μM for rat channels) and inhibits repetitive firing of action potentials in rat hippocampal neurons in a dose-dependent manner. It also reduces T-type Ca2+ currents in HEK cells transfected with human recombinant Cav3.1 channels at a concentration of 300 μM.

Uses

Labelled Carisbamate; it is being developed for adjuvant treatment of partial onset epilepsy. Carisbamate produces anticonvulsant effects in primary generalized, complex partial and absence-type seizu re models, and exhibits neuroprotective and antiepileptogenic properties in rodent epilepsy models.

Uses

Carisbamate is being developed for adjuvant treatment of partial onset epilepsy. Carisbamate produces anticonvulsant effects in primary generalized, complex partial and absence-type seizure models, and exhibits neuroprotective and antiepileptogenic properties in rodent epilepsy models.

Definition

ChEBI: Carisbamate is an organochlorine compound.

in vivo

Carisbamate (10, 30, 60 mg/kg; i.p.; single) dose dependently reduces the expression of spike-and-wave discharges (SWD) in absence seizures rat model[2].
Carisbamate (20, 30 mg/kg; i.p.; single) shows no wild running episode or tonic seizure occurres in any of the rats tested[2].

Animal Model:Male genetic absence epilepsy rat (absence seizures model)[2].
Dosage:10, 30, 60 mg/kg
Administration:Intraperitoneal injection; single.
Result:Completely inhibited SWD when at 60 mg/kg after 120 min, and restored the duration of SWD to the control level when at 30 mg/kg after 100 min.
Animal Model:Male Wistar audiogenic sensitive rat (convulsive seizures model)[2].
Dosage:10, 20, 30 mg/kg
Administration:Intraperitoneal injection; single.
Result:Showed no wild running episode or tonic seizure occurred in any of the rats tested when at 20 and 30 mg/kg.
Increased by 327% the latency to the tonic seizure that still occurred in the six of eight rats studied when at 10 mg/kg.

References

[1] JENNIFER FRAN?OIS  Astrid N  Any Boehrer. Effects of Carisbamate (RWJ-333369) in Two Models of Genetically Determined Generalized Epilepsy, the GAERS and the Audiogenic Wistar AS[J]. Epilepsia, 2007, 49 3: 393-399. DOI: 10.1111/j.1528-1167.2007.01278.x
[2] HEIDI L. GRABENSTATTER  F. E D. A new potential AED, carisbamate, substantially reduces spontaneous motor seizures in rats with kainate-induced epilepsy[J]. Epilepsia, 2008, 49 10: 1787-1794. DOI: 10.1111/j.1528-1167.2008.01657.x
[3] YI LIU . Carisbamate, a novel neuromodulator, inhibits voltage-gated sodium channels and action potential firing of rat hippocampal neurons[J]. Epilepsy Research, 2009, 83 1: Pages 66-72. DOI: 10.1016/j.eplepsyres.2008.09.006
[4] DO YOUNG KIM. Carisbamate blockade of T-type voltage-gated calcium channels[J]. Epilepsia, 2017, 58 4: 617-626. DOI: 10.1111/epi.13710

2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATE Suppliers

Canada 1 China 29 India 1 United States 6 Global 37

194085-75-1, 2-(2-CHLOROPHENYL)-2-HYDROXYETHYL CARBAMATERelated Search:


  • 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)
  • [(2S)-2-(2-chlorophenyl)-2-hydroxyethyl] carbamate
  • 1,2-ETHANEDIOL,1-(2-CHLOROPHENYL)-, 2-CARBAMATE, (S)-
  • 194085-75-1
  • C813CH8D2Cl15NO3
  • Amines
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Isotope Labelled Compounds
  • Pharmaceuticals