Cimetidine (hydrochloride)

CAT: 0804-HY-14289ASize: 1 EachDry Ice: NoHazardous: No

1 / 1

CAT#:0804-HY-14289ASize:1 Each

Selected

24/48H Stock Items & 2 to 6 Weeks non Stock Items.

Quick Request Actions

Description

Cimetidine (SKF-92334) hydrochloride is an orally active and inverse histamine H2 receptor antagonist with a Ki of 0.6 μM. Cimetidine hydrochloride is a gastric acid reducer, and can be used for duodenal and gastric ulcers research. Cimetidine hydrochloride has anti-cancer and anti-inflammatory activity[1][2][5].

CAS Number

70059-30-2

Product Name Alternative

SKF-92334 (hydrochloride)

UNSPSC

12352005

Hazard Statement

H315-H319-H320

Target

Bacterial; Histamine Receptor

Type

Reference compound

Related Pathways

Anti-infection; GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer; Endocrinology

Assay Protocol

https://www.medchemexpress.com/cimetidine-hydrochloride.html

Solubility

10 mM in DMSO

Smiles

CC1=C(CSCC/N=C(NC)/NC#N)NC=N1.[H]Cl

Molecular Formula

C10H17ClN6S

Molecular Weight

288.80

Precautions

P264-P280-P302+P352-P305+P351+P338-P362

References & Citations

[1]M J Smit, et al. Inverse agonism of histamine H2 antagonist accounts for upregulation of spontaneously active histamine H2 receptors. Proc Natl Acad Sci U S A. 1996 Jun 25;93 (13) :6802-7.|[2]Takahashi, H.K., et al., Cimetidine induces interleukin-18 production through H2-agonist activity in monocytes. Mol Pharmacol, 2006. 70 (2) : p. 450-3.|[3]Sprowl, J.A., et al., Conjunctive therapy of cisplatin with the OCT2 inhibitor cimetidine: influence on antitumor efficacy and systemic clearance. Clin Pharmacol Ther, 2013. 94 (5) : p. 585-92.|[4]Zheng, Y., et al., Cimetidine suppresses lung tumor growth in mice through proapoptosis of myeloid-derived suppressor cells. Mol Immunol, 2013. 54 (1) : p. 74-83.|[5]Fukuda, M., K. Kusama, and H. Sakashita, Cimetidine inhibits salivary gland tumor cell adhesion to neural cells and induces apoptosis by blocking NCAM expression. BMC Cancer, 2008. 8: p. 376.|[6]Longhini, R., et al., Cimetidine Reduces the Alveolar Bone Loss in Induced Periodontitis in Rat Molars. J Periodontol, 2013.

Shipping Conditions

Room temperature

Scientific Category

Reference compound1

Clinical Information

Launched

Isoform

H2 Receptor

Chemical Information

Cimetidine Hydrochloride

A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cimetidine has a range of pharmacological actions. It inhibits gastric acid secretion, as well as pepsin and gastrins output. It also blocks the activity of cytochrome P-450 which might explain proposals for use in neoadjuvant therapy.

CAS Number	70059-30-2
PubChem CID	50963
IUPAC Name	1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine;hydrochloride
Molecular Formula	C10H17ClN6S
Molecular Weight	288.80
Topological Polar Surface Area	114
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Heavy Atom Count	18
Formal Charge	0
Complexity	296

SMILES

CC1=C(N=CN1)CSCCNC(=NC)NC#N.Cl

InChI

InChI=1S/C10H16N6S.ClH/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);1H

InChIKey

QJHCNBWLPSXHBL-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 70059-30-2

CID: 50963

Formula: C10H17ClN6S

MW: 288.80

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	288.80
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	288.0923934
Monoisotopic Mass	288.0923934
Topological Polar Surface Area	114 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	296
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
HY-14289-01	Cimetidine
HY-14289S	Cimetidine-d3
HY-14289R-01	Cimetidine (Standard)
HY-136338-01	Cimetidine sulfoxide
HY-136338R	Cimetidine sulfoxide (Standard)
HY-B0500B	Alverine (hydrochloride)
HY-N14912	β-Prumycin hydrochloride
HY-N0300A-01	Tetrahydropalmatine (hydrochloride)
HY-172541	LN6023 (hydrochloride)
HY-172070-01	Metaescaline (hydrochloride)

Alternative Products

Catalog	Name
444556-01	Cimetidine Hydrochloride
B1557-5.1	Cimetidine

Cimetidine (hydrochloride)

Chemical Information

Related Products

Alternative Products

Popular Products