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Chemical Structure| 51481-61-9 Chemical Structure| 51481-61-9

Structure of Cimetidine
CAS No.: 51481-61-9

Chemical Structure| 51481-61-9

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Cimetidine is an antagonist of histamine-2 (H2) receptor.

Synonyms: SKF-92334; NSC 335308

4.5 *For Research Use Only !

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Product Details of Cimetidine

CAS No. :51481-61-9
Formula : C10H16N6S
M.W : 252.34
SMILES Code : CC1=C(CSCC/N=C(NC)/NC#N)NC=N1
Synonyms :
SKF-92334; NSC 335308
MDL No. :MFCD00133296
InChI Key :AQIXAKUUQRKLND-UHFFFAOYSA-N
Pubchem ID :2756

Safety of Cimetidine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H303-H315-H317-H319-H334-H335
Precautionary Statements:P261-P264-P271-P272-P280-P284-P302+P352-P304+P340+P312-P305+P351+P338-P333+P313-P337+P313-P342+P311-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Related Pathways of Cimetidine

GPCR

Isoform Comparison

Biological Activity

Target
  • H2 receptor

In Vitro:

Cell Line
Concentration Treated Time Description References
HEK293 cells 25 µM 15 min Evaluate the inhibitory effect of Bictegravir on MATE1-mediated dofetilide transport Int J Mol Sci. 2022 Aug 3;23(15):8607.
LIM2412 1X10^-10M to 1X10^-6M 24 hours To study the effect of histamine and cimetidine on the proliferation of LIM2412 cells. Histamine significantly stimulated the proliferation of LIM2412 cells, and cimetidine antagonized this effect. Gut. 1994 Nov;35(11):1632-6.
C170 1X10^-10M to 1X10^-6M 24 hours To study the effect of histamine and cimetidine on the proliferation of C170 cells. Histamine significantly stimulated the proliferation of C170 cells, and cimetidine antagonized this effect. Gut. 1994 Nov;35(11):1632-6.
MKN45G 10^-5 M 3-4 days Cimetidine reversed histamine-stimulated proliferation of MKN45G cells but had no effect on basal growth. Gut. 1993 Aug;34(8):1091-6.
MKN45 10^-5 M 3-4 days Cimetidine reversed histamine-stimulated proliferation of MKN45 cells but had no effect on basal growth. Gut. 1993 Aug;34(8):1091-6.
Il-1β:GFP reporter cells in zebrafish larval spinal cord injury model 10µM 4 hours pre-incubation followed by 16-18 hours incubation Cimetidine significantly reduced il-1β expression and decreased inflammatory response Theranostics. 2023 Apr 23;13(8):2531-2551.
Normal rat kidney cell line (NRK) 0.1 mM 4 hours To study the protective effect of cimetidine on cisplatin-induced cytotoxicity. Cimetidine, similar to Klotho, inhibits OCT-mediated cisplatin uptake, thereby reducing cytotoxicity. Kidney Int. 2014 Apr;85(4):855-70.
SKOV-3 cells 1 mM 30 minutes Evaluate the effect of cimetidine on cisplatin uptake in SKOV-3 cells, results showed cimetidine did not affect cisplatin uptake Clin Cancer Res. 2010 Aug 15;16(16):4198-206.
293Flp-In cells 1 mM 30 minutes Evaluate the inhibitory effect of cimetidine on OCT2-mediated TEA transport, results showed cimetidine significantly inhibited OCT2 function Clin Cancer Res. 2010 Aug 15;16(16):4198-206.
A549 lung adenocarcinoma cells 500µM–3000µM 2 treatments Evaluated apoptosis by TUNEL assay, showing significant increase in apoptosis after cimetidine treatment Sci Transl Med. 2011 Aug 17;3(96):96ra77.
A549 lung adenocarcinoma cells 250µM, 500µM, 1,000µM, 1,500µM, 2,000µM 3 treatments Assessed the inhibitory effect of cimetidine on lung cancer cell growth and proliferation, showing dose-dependent inhibition Sci Transl Med. 2011 Aug 17;3(96):96ra77.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6J mice Wild-type and OCT1/2 knockout mice Intravenous 30 mg/kg BW bolus followed by a maintenance infusion at a rate of 10 mg/kg/BW per h Continuous infusion for ~45 min after bolus Cimetidine significantly reduced the secretion fraction from 0.56 to 0.34 in male mice and from 0.44 to 0.23 in female mice, and significantly increased plasma creatinine levels. Kidney Int. 2010 Mar;77(6):519-26
Balb/c nu/nu mice Subcutaneous xenograft model Oral 50-200 mg/kg/day Daily administration, lasting 21-28 days To study the effect of cimetidine on the growth of C170 and LIM2412 xenografts. Cimetidine significantly inhibited tumor growth, reducing the final tumor volume of C170 to 44% of controls and LIM2412 to 60% of controls. Gut. 1994 Nov;35(11):1632-6.
Nude mice MKN45G xenograft model Drinking water 100 mg/kg/day Daily administration until the end of the experiment Cimetidine reversed histamine-stimulated growth of MKN45G xenografts and inhibited basal growth. Gut. 1993 Aug;34(8):1091-6.
SCID mice A549 lung adenocarcinoma xenograft model Intraperitoneal injection 25 mg/kg/day, 50 mg/kg/day, 100 mg/kg/day Once daily for 12 days Assessed the inhibitory effect of cimetidine on tumor growth, showing dose-dependent inhibition with the highest dose approaching the efficacy of the positive control doxorubicin Sci Transl Med. 2011 Aug 17;3(96):96ra77.
Mice Mycoplasma pneumonia model Intraperitoneal injection 40 mg/kg Daily for 7 days To evaluate the effect of cimetidine on the inflammatory response in mycoplasma pneumonia. Results showed that cimetidine significantly reduced lung inflammation and the ratio of lung weight to body weight. J Exp Med. 2006 Dec 25;203(13):2907-17
Mice Spinal cord contusion model Intraperitoneal injection 15 mg/kg Twice daily for 14 days Cimetidine significantly improved locomotor recovery in mice, reduced tissue loss, and promoted a shift towards a pro-regenerative profile of cytokine gene expression Theranostics. 2023 Apr 23;13(8):2531-2551.
Adult CD1 mice Adult mice Oral 5 mg 1-2 hours before inoculation Pretreatment with cimetidine increased gastric pH from approximately 3.0 to 3.7, preventing most of the loss of rotavirus infectivity in the adult mouse gastrointestinal tract. J Clin Invest. 1992 Jun;89(6):1741-5
Mice Oct1/2(−/−) mice Intravenous injection 30 mg/kg Single dose Evaluate the protective effect of cimetidine on cisplatin-induced nephrotoxicity, results showed cimetidine significantly reduced changes in urinary NAG activity Clin Cancer Res. 2010 Aug 15;16(16):4198-206.
Mice Yersinia enterocolitica infection model Intraperitoneal injection 20 mg/kg body weight Once daily until the conclusion of the experiment To investigate the effect of H2 receptor antagonist cimetidine on Yersinia enterocolitica infection. Results showed that cimetidine-treated mice had decreased survival and increased bacterial colonization in PPs and MLNs. Proc Natl Acad Sci U S A. 2006 Jun 13;103(24):9268-73

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT00002092 HIV Infections COMPLETED - CRI of New England, Brookline,... More >> Massachusetts, 02445, United States Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.96mL

0.79mL

0.40mL

19.81mL

3.96mL

1.98mL

39.63mL

7.93mL

3.96mL

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