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(2S)-7-IODO-4-METHYL-3-OXO-2,3,4,5-TETRAHYDRO-1H-1,4-BENZODIAZEPIN-2-YL]ACETIC ACID, also known as S-IMAA, is a benzodiazepine derivative with potent and selective GABA-A receptor agonist properties. It can bind to and activate GABA-A receptors in the brain, resulting in anxiolytic, sedative, and muscle-relaxant effects.
Used in Pharmaceutical Industry:
(2S)-7-IODO-4-METHYL-3-OXO-2,3,4,5-TETRAHYDRO-1H-1,4-BENZODIAZEPIN-2-YL]ACETIC ACID is used as a therapeutic agent for the treatment of anxiety, insomnia, and other neurological disorders due to its ability to modulate GABA-A receptors and produce anxiolytic, sedative, and muscle-relaxant effects.
Used in Research and Development:
(2S)-7-IODO-4-METHYL-3-OXO-2,3,4,5-TETRAHYDRO-1H-1,4-BENZODIAZEPIN-2-YL]ACETIC ACID is used as a research compound in the field of pharmacology and neuroscience to study its potential as a therapeutic agent and to further understand its mechanism of action and effects on the GABA-A receptors.

210288-67-8

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210288-67-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 210288-67-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,0,2,8 and 8 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 210288-67:
(8*2)+(7*1)+(6*0)+(5*2)+(4*8)+(3*8)+(2*6)+(1*7)=108
108 % 10 = 8
So 210288-67-8 is a valid CAS Registry Number.

210288-67-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(2S)-7-iodo-4-methyl-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-2-yl]acetic acid

1.2 Other means of identification

Product number -
Other names (2S)-2,3,4,5-Tetrahydro-7-iodo-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-aceticacid

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:210288-67-8 SDS

210288-67-8Downstream Products

210288-67-8Relevant academic research and scientific papers

The development of a manufacturing route for the GPIIb/IIIa receptor antagonist SB-214857-A. Part 2: Conversion of the key intermediate SB-235349 to SB-214857-A

Atkins, Richard J.,Banks, Adam,Bellingham, Richard K.,Breen, Gary F.,Carey, John S.,Etridge, Stephen K.,Hayes, Jerome F.,Hussain, Nigel,Morgan, David O.,Oxley, Paul,Passey, Stephen C.,Walsgrove, Timothy C.,Wells, Andrew S.

, p. 663 - 675 (2013/09/05)

The process development to the manufacturing route to (2S)-7-([4,4′ -bipiperidin]-1-ylcarbonyl)-2,3,4,5-tetrahydro-4-methyl-3-oxo-1H-1, 4-benzodiazepine-2-acetic acid hydrochloride (SB-214857-A, lotrafiban) is described. The starting point is the previously reported intermediate (2RS)-2,3,4,5-tetrahydro-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-acetic acid methyl ester. The first stage is a lipase-catalysed resolution of the racemic ester to (2S)-2,3,4,5-tetrahydro-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-acetic acid and subsequent iodination using a pyridine iodine monochloride complex to give (2S)-2,3,4,5-tetrahydro-7-iodo-4-methyl-3-oxo-1H-1,4-benzodiazepine-2- acetic acid. The unreacted (R)-enantiomer of the starting ester is recovered and recycled to the racemate by treatment with sodium methoxide. The next stage describes the palladium-catalysed aminocarbonylation of the aryl iodide with 4,4′-pyridylpiperidine to give (2S)-2,3,4,5-tetrahydro-4-methyl-3-oxo-7-[[4-(4-pyridinyl)-1-piperidinyl] carbonyl]-1H-1,4-benzodiazepine-2-acetic acid dihydrate. The third stage is the hydrogenation of the pyridine subunit over palladium on charcoal to obtain the zwitterionic (2S)-7-([4,4′ -bipiperidin]-1-ylcarbonyl)-2,3,4,5-tetrahydro-4-methyl-3-oxo-1H-1, 4-benzodiazepine-2-acetic acid hexahydrate. The final stage is the formation of the hydrochloride salt to afford the drug substance.

A new synthesis of the GPIIb/IIIa receptor antagonist SB-214857-A

Andrews, Ian P,Atkins, Richard J,Badham, Neil F,Bellingham, Richard K,Breen, Gary F,Carey, John S,Etridge, Stephen K,Hayes, Jerome F,Hussain, Nigel,Morgan, David O,Share, Andrew C,Smith, Stephen A.C,Walsgrove, Timothy C,Wells, Andrew S

, p. 4915 - 4917 (2007/10/03)

A new synthesis of lotrafiban SB-214857-A is reported. The key steps are the preparation of racemic (4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl)-acetic acid methyl ester from 2-nitrobenzyl alcohol, a resolution using an immobilised li

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