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C4522

Sigma-Aldrich

Cimetidine

Synonyme(s) :

SKF-92334

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About This Item

Formule empirique (notation de Hill):
C10H16N6S
Numéro CAS:
51481-61-9
Poids moléculaire :
252.34
Numéro CE :
257-232-2
Numéro MDL:
MFCD00133296
Code UNSPSC :
12352200
ID de substance PubChem :
24277766
Nomenclature NACRES :
NA.77

Forme

powder

Auteur

GlaxoSmithKline

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

AQIXAKUUQRKLND-UHFFFAOYSA-N

Informations sur le gène

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)

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Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Famotidine

Sigma-Aldrich

F6889

Famotidine

Cimetidine for system suitability European Pharmacopoeia (EP) Reference Standard

Y0001146

Cimetidine for system suitability

JNJ7777120 ≥98% (HPLC)

Sigma-Aldrich

J3770

JNJ7777120

Dexchlorpheniramine maleate European Pharmacopoeia (EP) Reference Standard

D0720800

Dexchlorpheniramine maleate

Acrivastine ≥98% (HPLC)

Sigma-Aldrich

SML0119

Acrivastine

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
Hiroki Shimizu et al.
ChemMedChem, 17(16), e202200204-e202200204 (2022-06-14)
We synthesized and experimentally tested the passive permeability of more than thirty tetrapeptides mimicking the N-terminus of the pro-apoptotic protein Smac (Second mitochondria-derived activator of caspases). Each peptide bore one or two unnatural Hydrogen Bond Acceptor-bearing Amino Acid (HBA-AA) residues
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
Sarit Pal et al.
Biology open, 11(7) (2022-07-02)
Histamine exerts its physiological functions through its four receptor subtypes. In this work, we report the subcellular localization of histamine receptor 2 (H2R), a G protein-coupled receptor (GPCR), which is expressed in a wide variety of cell and tissue types.
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