Ranitidine Hydrochloride
Basic information
- CAS
66357-59-3- Standard SMILES
CN/C(=C\[N+](=O)[O-])NCCSCc1ccc(CN(C)C)o1.Cl- InChIKey
GGWBHVILAJZWKJ-KJEVSKRMSA-N- Molecular formula
- C13H23ClN4O3S
- Average molar mass
- 350.87 g/mol
- Monoisotopic mass
- 350.1179395
Overview
Ranitidine Hydrochloride is a member of the class of histamine H2-receptor antagonists with antacid activity. Ranitidine is a competitive and reversible inhibitor of the action of histamine, released by enterochromaffin-like (ECL) cells, at the histamine H2-receptors on parietal cells in the stomach, thereby inhibiting the normal and meal-stimulated secretion of stomach acid. In addition, other substances that promote acid secretion have a reduced effect on parietal cells when the H2 receptors are blocked.
Names & identifiers
- Preferred name
- Ranitidine Hydrochloride
- IUPAC
- (E)-1-N'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine;hydrochloride
- English name
- Ranitidine Hydrochloride
- Molecular formula
- C13H22N4O3S.ClH
- Molecular weight
- 350.87
Names & synonyms
ranitidine hydrochloride66357-59-3Ranitidine HCLAzantacRaniblocNu-RanitRani-QFendibinaGastridinaGastrolavKuracidAlquen
Show more names
noctoneRanitidine HydrochloorideRANITIDINEHYDROCHLORIDE,USPRanitidine hydrochloride CRSZamecZANTACMelfaxZintacranidilah19065
Zantac In Plastic ContainerRani-nertonZANTAC 300RaniticWal-zan 75Ranitidine-Acid ReducerZantac 75Zantac 150
Database identifiers
- CAS
66357-59-3、71130-06-8- PubChem CID
- 3033332
- ChEMBL
CHEMBL2110372- EC Number
- 266-333-0、275-207-4
Properties
Computed structural properties
- Topological polar surface area
- 112 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 9
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 347
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Pharmaceuticals
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Ulcer Agents; Histamine H2 Antagonists; Gastrointestinal Agents
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 134 °C · 134°C (dec.)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 1.8 mg/mL
- form
- solid
- pka
- 8.27 · 8.27 (pKa2)
- color
- tan
- Water Solubility
- 2 · Soluble in water, 2-hydroxypropyl-beta-cyclodextrin, acetic acid, methanol, ethanol and dimethyl sulfoxide. Insoluble in chloroform.
- Sensitive
- Hygroscopic
- Merck
- 14 · 14,8110
- BCS Class
- 3 · 3/1
- Stability
- Hygroscopic
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 3.9% (3 of 76) of reports.
Danger
H315 (85.5%): Causes skin irritation [Warning Skin corrosion/irritation]
P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 76 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory InformationRanitidine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Allergic contact dermatitis reported in pharmaceutical workers; [Kanerva, p. 1170] Ranitidine is a drug to reduce acid secretion in the stomach. Many side effects have been reported after ingestion of therapeutic doses including, rarely, drug-induced hepatitis. [HSDB]
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (85.5%)
Toxicology
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Drug Induced Liver Injury
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
RANITIDINE HYDROCHLORIDE
Histamine-2 Receptor Antagonist [EPC]; Histamine H2 Receptor Antagonists [MoA]
MeSH Pharmacological Classification
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
Drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of histamine. Their clinically most important action is the inhibition of acid secretion in the treatment of gastrointestinal ulcers. Smooth muscle may also be affected. Some drugs in this class have strong effects in the central nervous system, but these actions are not well understood.
Uses & manufacturing
UsesUse (kg) in Switzerland (2009): >1000
Applications
UsesA histamine H2-receptor antagonist which inhibits gastric acid secretion. Antiulcerative.
Usesantifungal
UsesAn H-2 histamine receptor antagonistRanitidine hydrochloride is mainly used as an H2-receptor antagonist and helps in the treatment of gastrointestinal lesions because of excessive gastric acid secretion. It also serves as an antiulcer drug.
Related reactions
5 records
Compound notes
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