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Merck
CN

SML2222

Carisbamate

≥98% (HPLC)

Synonym(s):

(S)-2-O-Carbamoyl-1-o-chlorophenyl-ethanol, JNJ-10234094, RWJ-333369, YKP 509, [(2S)-2-(2-chlorophenyl)-2-hydroxyethyl] carbamate

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About This Item

Empirical Formula (Hill Notation):
C9H10ClNO3
CAS Number:
194085-75-1
Molecular Weight:
215.63
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD15071195
Assay:
≥98% (HPLC)
Form:
powder

Key Documents

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form

powder

InChI

1S/C9H10ClNO3/c10-7-4-2-1-3-6(7)8(12)5-14-9(11)13/h1-4,8,12H,5H2,(H2,11,13)/t8-/m1/s1

SMILES string

ClC1=C([C@H](O)COC(N)=O)C=CC=C1

InChI key

OLBWFRRUHYQABZ-MRVPVSSYSA-N

assay

≥98% (HPLC)

optical activity

[α]/D +77 to +87°, c = 0.2 in chloroform-d

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

Antiepileptic; broad acute anticonvulsant, neuroprotective.
Carisbamate is an antiepileptic agent with broad anticonvulsant and neuroprotective activity. It has also been investigated as a possible treatment for alcohol dependence.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000039670
0000033974

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José Eduardo Marques-Carneiro et al.
Pharmaceuticals (Basel, Switzerland), 10(4) (2017-11-07)
The administration of lithium-pilocarpine (LiPilo) in adult rats is a validated model reproducing the main clinical and neuropathological features of temporal lobe epilepsy (TLE). Previous studies have shown that carisbamate (CRS) has the property of modifying epileptogenesis in this model.
Erwin Z Mangubat et al.
Journal of neurosurgery, 122(6), 1283-1292 (2015-02-28)
The authors evaluated the preclinical feasibility of acutely stabilizing an active bihemispheric limbic epileptic circuit using closed-loop direct neurostimulation therapy in tandem with "on-demand'" convection-enhanced intracerebral delivery of the antiepileptic drug (AED) carisbamate. A rat model of electrically induced self-sustained
Do Young Kim et al.
Epilepsia, 58(4), 617-626 (2017-02-24)
Carisbamate (CRS) is a novel monocarbamate compound that possesses antiseizure and neuroprotective properties. However, the mechanisms underlying these actions remain unclear. Here, we tested both direct and indirect effects of CRS on several cellular systems that regulate intracellular calcium concentration

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