Gavestinel - ≥98%(HPLC) , CAS No.153436-38-5

CAS: 153436-38-5 Cat. No.: G288071 Molecular Weight: 397.19 PubChem CID: 16759177

GRADE & PURITY ≥98%(HPLC)

Synonyms

HMS3413I04 | 4,6-Dichloro-3-((E)-2-phenylcarbamoyl-vinyl)-1H-indole-2-carboxylic acid sodium salt | SCHEMBL36767 | Gavestinel sodium | NCGC00092380-01 | 4,6-DICHLORO-3-[(1E)-3-OXO-3-(PHENYLAMINO)-1-PROPENYL]-1H-INDOLE-2-CARBOXYLIC ACID SODIUM SALT | J-009

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Product description

Gavestinel (GV 150526) is a potent, selective, orally active and non-competitive antagonist of NMDA receptor. Gavestinel binds to the glycine site of the NMDA receptor, with a pKi of 8.5. Gavestinel can be used for the research of acute ischemic stroke.

Specifications

Synonyms

HMS3413I04 | 4, 6-Dichloro-3-((E)-2-phenylcarbamoyl-vinyl)-1H-indole-2-carboxylic acid sodium salt | SCHEMBL36767 | Gavestinel sodium | NCGC00092380-01 | 4, 6-DICHLORO-3-[(1E)-3-OXO-3-(PHENYLAMINO)-1-PROPENYL]-1H-INDOLE-2-CARBOXYLIC ACID SODIUM SALT | J-009

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

Highly potent and selective non-competitive antagonist acting at the strychnine-insensitive glycine binding site of the NMDA receptor-channel complex (Kd= 0.8 nM). Displays > 1000-fold selectivity over NMDA, AMPA and kainate binding sites. Orally bioavail

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504768526
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768526
• Canonical Smiles: C1=CC=C(C=C1)NC(=O)C=CC2=C(NC3=C2C(=CC(=C3)Cl)Cl)C(=O)[O-].[Na+]
• IUPAC Name: sodium;3-[(E)-3-anilino-3-oxoprop-1-enyl]-4,6-dichloro-1H-indole-2-carboxylate
• InChIKey: GRSDSTMFQHAESM-UHDJGPCESA-M
• INCHI: 1S/C18H12Cl2N2O3.Na/c19-10-8-13(20)16-12(17(18(24)25)22-14(16)9-10)6-7-15(23)21-11-4-2-1-3-5-11;/h1-9,22H,(H,21,23)(H,24,25);/q;+1/p-1/b7-6+
• Isomeric SMILES: C1=CC=C(C=C1)NC(=O)/C=C/C2=C(NC3=C2C(=CC(=C3)Cl)Cl)C(=O)[O-].[Na+]
• PubChem CID: 16759177
• Molecular Weight: 397.19

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxylic acids and derivatives
• Alternative Parents: Anilides Indoles Pyrrole 2-carboxylic acids N-arylamides Substituted pyrroles Aryl chlorides Heteroaromatic compounds Secondary carboxylic acid amides Carboxylic acid salts Carboxylic acids Azacyclic compounds Organic metal halides Organic sodium salts Hydrocarbon derivatives Organic zwitterions Organochlorides Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxylic acid derivative - Indole - Anilide - Pyrrole-2-carboxylic acid - Pyrrole-2-carboxylic acid or derivatives - N-arylamide - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid salt - Organic metal halide - Organic alkali metal salt - Azacycle - Carboxylic acid derivative - Carboxylic acid - Organic salt - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Organic sodium salt - Organic oxygen compound - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)

Discover Target: GRIN1

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ALB Tchem Serum albumin (2651 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

Discover Target: HPGD

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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Grin1 Glutamate NMDA receptor (6467 Activities)

Discover Target: Grin1

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 15.89, Max Conc. mM: 40
• Sensitivity: Moisture sensitive
• Molecular Weight: 397.200 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 396.004 Da
• Monoisotopic Mass: 396.004 Da
• Topological Polar Surface Area: 85.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 543.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

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