C4522

Cimetidine

• Synonym(s): SKF-92334
• Empirical Formula (Hill Notation): C₁₀H₁₆N₆S
• CAS Number: 51481-61-9
• Molecular Weight: 252.34
• EC Number: 257-232-2
• MDL number: MFCD00133296
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277766
• NACRES: NA.77

Properties

• form: powder
• Quality Level: 200
• originator: GlaxoSmithKline
• storage temp.: 2-8°C
• SMILES string: CN\C(NC#N)=N\CCSCc1nc[nH]c1C
• InChI: 1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)
• InChI key: AQIXAKUUQRKLND-UHFFFAOYSA-N
• Gene Information: human ... ABCB1(5243), CYP1A2(1544), CYP3A4(1576), HRH2(3274), SLC9A2(6549), SLC9A5(6553) ; mouse ... Abcb1a(18671), Abcb1b(18669) ; rat ... Slc9a1(24782), Slc9a3(24784), Slc9a5(192215)

Description

Biochem/physiol Actions

H₂ histamine receptor antagonist; I₁ imidazoline receptor agonist; anti-ulcer agent. Blocks cancer metastasis by inhibiting the expression of E-selectin on the surface of endothelial cells, thus blocking tumor cell adhesion.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges