SQ-29548 - Moligand™, ≥98% , Antagonist of TP receptor, CAS No.98672-91-4, Antagonist of TP receptor

CAS: 98672-91-4 Cat. No.: S336934 Molecular Weight: 387.47 PubChem CID: 5311448

GRADE & PURITY Moligand™, ≥98%

Synonyms

SQ 29548 | (Z)-7-((1S,2R,3R,4R)-3-((2-(Phenylcarbamoyl)hydrazineyl)methyl)-7-oxabicyclo[2.2.1]heptan-2-yl)hept-5-enoic acid | 5-Heptenoic acid, 7-((1S,2R,3R,4R)-3-((2- ((phenylamino)carbonyl)hydrazino)methyl)-7-oxabicyclo(2.2.1)hept-2-yl)-, (5Z)- | HY

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

SQ-29548 is a compound that reversibly and competitively acts as a TXA2R (thromboxane A|2|/prostraglandin endoperoxide receptor) antagonist. Ischemic studies show that SQ 29548 significantly rescues myocardial tissue and Canine postischemic cerebral hypoperfusion studies report that SQ-29548 does not help improve postischemic cerebral hypoperfusion. SQ-29548 has been shown to bind and inhibit the thromboxane A2/prostaglandin endoperoxide receptor more potently than ONO 3708, BM 13.17, and 13-APA .

Specifications

Synonyms

SQ 29548 | (Z)-7-((1S, 2R, 3R, 4R)-3-((2-(Phenylcarbamoyl)hydrazineyl)methyl)-7-oxabicyclo[2.2.1]heptan-2-yl)hept-5-enoic acid | 5-Heptenoic acid, 7-((1S, 2R, 3R, 4R)-3-((2- ((phenylamino)carbonyl)hydrazino)methyl)-7-oxabicyclo(2.2.1)hept-2-yl)-, (5Z)- | HY

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of TP receptor

Note

Chemical can be stored as supplied for 1 year at -20° C.

Purity

≥98%

Product Properties

• Ki Data: [3H]-U-46619 binding to human platelet membranes: Ki= 7.9 nM

Names and Identifiers

• Canonical Smiles: C1CC2C(C(C1O2)CC=CCCCC(=O)O)CNNC(=O)NC3=CC=CC=C3
• IUPAC Name: (Z)-7-[(1S,2R,3R,4R)-3-[[2-(phenylcarbamoyl)hydrazinyl]methyl]-7-oxabicyclo[2.2.1]heptan-2-yl]hept-5-enoic acid
• InChIKey: RJNDVCNWVBWHLY-YVUOLYODSA-N
• INCHI: 1S/C21H29N3O4/c25-20(26)11-7-2-1-6-10-16-17(19-13-12-18(16)28-19)14-22-24-21(27)23-15-8-4-3-5-9-15/h1,3-6,8-9,16-19,22H,2,7,10-14H2,(H,25,26)(H2,23,24,27)/b6-1-/t16-,17+,18+,19-/m1/s1
• Isomeric SMILES: C1C[C@@H]2[C@H]([C@H]([C@H]1O2)C/C=C\CCCC(=O)O)CNNC(=O)NC3=CC=CC=C3
• WGK Germany: 3
• PubChem CID: 5311448
• Molecular Weight: 387.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass N-phenylureas

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: N-phenylureas
• Intermediate Tree Nodes: Not available
• Direct Parent: N-phenylureas
• Alternative Parents: Medium-chain fatty acids Heterocyclic fatty acids Amino fatty acids Unsaturated fatty acids Semicarbazides Oxolanes Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-phenylurea - Medium-chain fatty acid - Amino fatty acid - Heterocyclic fatty acid - Unsaturated fatty acid - Fatty acyl - Fatty acid - Oxolane - Semicarbazide - Monocarboxylic acid or derivatives - Ether - Dialkyl ether - Carboxylic acid - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
• 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)

TBXA2R Tclin Thromboxane A2 receptor (1 Activities)

Discover Target: TBXA2R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, acetonitrile, PBS pH 7.2, DMSO, dimethyl formamide , and 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin (4.7 mg/mL). Insoluble in water.
• Refractive Index: n20D1.58
• Specific Rotation[α]: α22/D +19.8°, c = 1.4 in methanol(lit.)
• Molecular Weight: 387.500 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 387.216 Da
• Monoisotopic Mass: 387.216 Da
• Topological Polar Surface Area: 99.700 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 548.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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: 1