C4522
Cimetidine
histamine H2 receptor antagonist, powder
Synonym(s):
SKF-92334
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About This Item
Empirical Formula (Hill Notation):
C10H16N6S
CAS Number:
Molecular Weight:
252.34
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
257-232-2
MDL number:
Form:
powder
Product Name
Cimetidine,
form
powder
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)
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Related Content
K Kobayashi et al.
Cancer research, 60(14), 3978-3984 (2000-08-05)
Although the beneficial effect of cimetidine on survival in cancer has been clinically demonstrated in colorectal cancer patients, the mode of action of cimetidine has not been elucidated. In this report, we have demonstrated for the first time that cimetidine
Huan Yang et al.
Molecular medicine (Cambridge, Mass.), 28(1), 57-57 (2022-05-17)
Severe COVID-19 is characterized by pro-inflammatory cytokine release syndrome (cytokine storm) which causes high morbidity and mortality. Recent observational and clinical studies suggest famotidine, a histamine 2 receptor (H2R) antagonist widely used to treat gastroesophageal reflux disease, attenuates the clinical
H van der Goot et al.
European journal of medicinal chemistry, 35(1), 5-20 (2000-03-25)
In this review the histaminergic ligands for the histamine H(1), H(2) and H(3) receptors, which are currently used as tools in pharmacological studies, are described. To study interactions with the histamine H(1) receptor, the H(1) agonist 2-aminoethylthiazole has long since
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C4522-25G | 04061832089812 |
| C4522-10G | 04061833492291 |
| C4522-5G | 04061833492307 |