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R101

Sigma-Aldrich

Ranitidine hydrochloride

solid

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Empirical Formula (Hill Notation):
C13H22N4O3S · HCl
CAS Number:
66357-59-3
Molecular Weight:
350.86
EC Number:
266-333-0
MDL number:
MFCD00069339
PubChem Substance ID:
24277803
NACRES:
NA.77

form

solid

Quality Level

200

color

tan

solubility

H2O: 1.8 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 7.0 mg/mL

originator

GlaxoSmithKline

SMILES string

Cl[H].CN\C(NCCSCc1ccc(CN(C)C)o1)=C\[N+]([O-])=O

InChI

1S/C13H22N4O3S.ClH/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3;/h4-5,9,14-15H,6-8,10H2,1-3H3;1H/b13-9-;

InChI key

GGWBHVILAJZWKJ-CHHCPSLASA-N

Gene Information

human ... HRH2(3274)

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Application

Ranitidine hydrochloride has been used as a reference compound for the development and validation of parallel artificial membrane permeability assay (PAMPA).

Biochem/physiol Actions

Ranitidine is mainly used to treat gastrointestinal impairment instigated by non-steroidal anti-inflammatory drugs (NSAIDs).
H2 histamine receptor antagonist; anti-ulcer agent.

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 is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P W Bliss et al.
Alimentary pharmacology & therapeutics, 13(12), 1669-1674 (1999-12-14)
Gastrin release by Helicobacter pylori may be an important step in the pathway leading to duodenal ulceration. A histamine H3-receptor agonist was found to release gastrin from antral mucosal fragments; this was interpreted as being due to suppression of somatostatin
Ying Liu et al.
Molecular and cellular biochemistry, 448(1-2), 61-69 (2018-02-07)
Abnormal angiogenesis is critically involved in tumor progression and metastasis including endometrial cancer and is regulated by microRNAs such as microRNA-101 (miR-101). We hypothesize that miR-101 expression is disrupted in endometrial cancer and modulation of miR-101 levels is sufficient to
Ranitidine
Grant S M, et al.
Drugs, 37(6), 801-870 (1989)
Tian Xie et al.
Neuroscience research, 158, 30-36 (2019-09-19)
We aimed to demonstrate the effects of microRNA (miR)-101 on neuropathic pain and explore the underlying mechanisms. Rat spinal microglia cells were isolated and inflammatory condition was stimulated by 24-h incubation with lipopolysaccharide (LPS). Rats were divided into 4 groups:
Optimization of a parallel artificial membrane permeability assay for the fast and simultaneous prediction of human intestinal absorption and plasma protein binding of drug candidates: application to dibenz [b, f] azepine-5-carboxamide derivatives
Fortuna A, et al.
Journal of Pharmaceutical Sciences, 101(2), 530-540 (2012)
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