Cimetidine hydrochloride

Modify Date: 2024-01-02 09:58:25

Cimetidine hydrochloride Structure
Cimetidine hydrochloride structure
Common Name Cimetidine hydrochloride
CAS Number 70059-30-2 Molecular Weight 288.80000
Density N/A Boiling Point 488ºC at 760 mmHg
Molecular Formula C10H17ClN6S Melting Point N/A
MSDS Chinese USA Flash Point 248.9ºC

 Use of Cimetidine hydrochloride


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].

 Names

Name cimetidine hydrochloride
Synonym More Synonyms

 Cimetidine hydrochloride Biological Activity

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].
Related Catalog
Target

H2 Receptor:0.6 μM (Kd)

In Vitro Cimetidine (SKF-92334) hydrochloride, a partial agonist for H2R, has a pharmacological profile different from ranitidine and famotidine, possibly contributing to its antitumor activity on gastrointestinal cancers [1]. Cimetidine hydrochloride has no effect on the uptake and cytotoxicity of cisplatin in ovarian cancer cells with high OCT2 mRNA levels (IGROV-1 cells)[3]. Cimetidine hydrochloride shows no effect on proliferation, survival, migration and invasion of 3LL cells. Cimetidine hydrochloride reverses MDSC-mediated T-cell suppression, and improves IFN-γ production[4]. Cimetidine-mediated down-regulation of NCAM involved suppression of the nuclear translocation of NF-kappaB, a transcriptional activator of NCAM gene expression[5].
In Vivo Cimetidine (SKF-92334) hydrochloride reduces CD11b(+)Gr-1(+) myeloid derived-suppressive cell (MDSC) accumulation in spleen, blood and tumor tissue of tumor-bearing mice[4]. Cimetidine hydrochloride exerts a beneficial effect on periodontal disease in rats, decreasing the RANKL/OPG ratio in gingival connective tissue and reducing alveolar bone resorption[6].
References

[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.

 Chemical & Physical Properties

Boiling Point 488ºC at 760 mmHg
Molecular Formula C10H17ClN6S
Molecular Weight 288.80000
Flash Point 248.9ºC
Exact Mass 288.09200
PSA 114.19000
LogP 2.18118

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MF0035100
CHEMICAL NAME :
Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl )methyl)thio)ethyl)-, monohydrochloride
CAS REGISTRY NUMBER :
70059-30-2
LAST UPDATED :
199504
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C10-H16-N6-S.Cl-H
MOLECULAR WEIGHT :
288.84

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
12 mg/kg/6H-I
TOXIC EFFECTS :
Blood - leukopenia Blood - thrombocytopenia

MUTATION DATA

TYPE OF TEST :
Unscheduled DNA synthesis
TEST SYSTEM :
Rodent - rat Liver
DOSE/DURATION :
500 umol/L
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 7,833,1985 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3086 No. of Facilities: 485 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 17435 (estimated) No. of Female Employees: 14362 (estimated)

 Safety Information

RIDADR NONH for all modes of transport
RTECS MF0035100
HS Code 2933290090

 Customs

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles31

More Articles
Pharmacokinetic study of hydroxypropylmethylcellulose microparticles loaded with cimetidine.

Adv. Clin. Exp. Med. 22(1) , 41-5, (2013)

The objective of this study was to assess the pharmacokinetic behavior of floating hydroxypropylmethylcellulose microparticles loaded with cimetidine (FMC) prepared using the non-solvent addition coac...

Multiple mechanisms of ligand interaction with the human organic cation transporter, OCT2.

Am. J. Physiol. Renal Physiol. 304(1) , F56-67, (2013)

OCT2 is the entry step for organic cation (OC) secretion by renal proximal tubules. Although many drugs inhibit OCT2 activity, neither the mechanistic basis of their inhibition nor their transport sta...

Inhibition of human alcohol and aldehyde dehydrogenases by cimetidine and assessment of its effects on ethanol metabolism.

Chem. Biol. Interact. 202(1-3) , 275-82, (2013)

Previous studies have reported that cimetidine, an H2-receptor antagonist used to treat gastric and duodenal ulcers, can inhibit alcohol dehydrogenases (ADHs) and ethanol metabolism. Human alcohol deh...

 Synonyms

EINECS 274-297-2
MFCD01724314
Cimetidin-HCl
Cimetidine Hydrochloride USP24
Cimetidinhydrochlorid
cimetex
Cimetidine hydrochloride