Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Digestive system drugs >  Gastric Acid Inhibitors >  Ranitidine

Ranitidine

Basic information Safety Supplier Related

Ranitidine Basic information

Product Name:
Ranitidine
Synonyms:
  • (E)-N1'-[2-[[5-[(dimethylamino)methyl]-2-furanyl]methylthio]ethyl]-N1-methyl-2-nitroethene-1,1-diamine
  • 1,1-Ethenediamine, N-[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-
  • 1,1-ethenediamine,n-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)eth
  • RANITIDINE
  • RANITIDINE BASE
  • TIMTEC-BB SBB006527
  • N’-Methyl-N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-2-nitro-1-ethenediarnine
  • Sostril
CAS:
66357-35-5
MF:
C13H22N4O3S
MW:
314.4
EINECS:
266-332-5
Product Categories:
  • API
  • Active Pharmaceutical Ingredients
  • 66357-35-5
Mol File:
66357-35-5.mol
More
Less

Ranitidine Chemical Properties

Melting point:
69-70°C
Boiling point:
437.1±45.0 °C(Predicted)
Density 
1.184±0.06 g/cm3(Predicted)
storage temp. 
Desiccate at +4°C
solubility 
H2O: 1.8 mg/mL
pka
pKa 2.19±0.04 (Uncertain)
form 
solid
color 
tan
Water Solubility 
24.7 mg/mL
Stability:
Hygroscopic
CAS DataBase Reference
66357-35-5(CAS DataBase Reference)
NIST Chemistry Reference
Ranitidine(66357-35-5)
EPA Substance Registry System
1,1-Ethenediamine, N-[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro- (66357-35-5)
More
Less

Safety Information

Safety Statements 
22-24/25
WGK Germany 
2
RTECS 
KM6557000
Hazardous Substances Data
66357-35-5(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 5gm/kg

MSDS

More
Less

Ranitidine Usage And Synthesis

Description

Ranitidine, a H2-receptor agonist, caused contact dermatitis within the pharmaceutical industry.

Uses

Antagonist (to histamine H2receptors).

Uses

It simultaneously reduces pepsin activity and is used for treating stomach and duodenum ulcers as well as other conditions accompanied by elevated acidity of the gastrointestinal tract. Synonyms of this drug are zantac, azantac, raniplex, ranidil, and others.

Uses

Ranitidine (cas# 66357-35-5) was used as a standard for testing the therapeutic effect of brown propolis extract against aspirin and ethanol- induced gastric ulcers.

Indications

Ranitidine (Zantac) is another H2 receptor antagonist that does not have the same antiandrogen side effects as cimetidine. Note that both cimetidine and ranitidine inhibit the cytochrome P-450 microsomal enzyme system.

Definition

ChEBI: Ranitidine is a member of the class of furans used to treat peptic ulcer disease (PUD) and gastroesophageal reflux disease. It has a role as an anti-ulcer drug, a H2-receptor antagonist, an environmental contaminant, a xenobiotic and a drug allergen. It is a member of furans, a tertiary amino compound, a C-nitro compound and an organic sulfide.

brand name

Zantac (GlaxoSmithKline).

General Description

Ranitidine, N-[2-[[[5-(dimethylamino)methyl]-2-furanyl]methyl]thiol] ethyl]-N'-methyl-2-nitro-l,1-ethenediamine (Zantac), is a white solid, which inits hydrochloride salt form is highly soluble in water. It is anaminoalkyl furan derivative with pKa values of 2.7 (sidechain) and 8.2 (dimethylamino). Ranitidine is more potentthan cimetidine, but less potent than famotidine. Likeother H2-antagonists, it does not appear to bind to otherreceptors.
Bioavailability of an oral dose of ranitidine is about 50%and is not significantly affected by the presence of food.Some antacids may reduce ranitidine absorption and shouldnot be taken within 1 hour of administration of this drug. Theplasma half-life of the drug is 2 to 3 hours, and it is excretedalong with its metabolites in the urine. Three metabolites, ranitidineN-oxide, ranitidine S-oxide, and desmethyl ranitidine,have been identified. Ranitidine is only a weak inhibitor ofthe hepatic cytochrome isozymes, and recommended doses ofthe drug do not appear to inhibit the metabolism of otherdrugs. However, there have been isolated reports of drug interactions(warfarin, triazolam) that suggest that ranitidinemay affect the bioavailability of certain drugs by someunidentified mechanism, perhaps by pH-dependent effect onabsorption or a change in volume of distribution.
In addition to being available in various dosage forms asthe hydrochloride salt, ranitidine is also available as a bismuthcitrate salt for use with the macrolide antibiotic clarithromycinin treating patients with an active duodenalulcer associated with H. pylori infection. Eradication of H.pylori reduces the risk of duodenal ulcer recurrence.

Biological Activity

Potent, selective and competitive histamine H 2 receptor antagonist (pA 2 = 6.95-7.2). In vivo, inhibits gastric acid secretion induced by histamine, pentagastrin, bethanecol and food. Also inhibits aspirin-induced gastric lesions.

Contact allergens

Ranitidine, an H2-receptor antagonist, can cause contact dermatitis within the pharmaceutical industry and in health care workers, or may induce systemic drug reactions in patients.

Clinical Use

H2 antagonist:
Conditions associated with hyperacidity

Synthesis

Ranitidine, N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]- N??-methyl-2-nitro-1,1-ethendiamine (16.2.8), is synthesized from furfuryl alcohol, which undergoes aminomethylation reaction using dimethylamine and paraform, which form 5- (dimethylaminomethyl)furfuryl alcohol (16.2.6). Further reaction with 2-mercaptoethylamine hydrochloride gives a product of substitution of the hydroxyl group in (16.2.6), 5-dimethylaminomethyl-2-(2??-aminoethyl)thiomethylfurane (16.2.7). Reacting this with Nmethyl- 1-methylthio-2-nitroethenaamine gives ranitidine (16.2.8).

Drug interactions

Potentially hazardous interactions with other drugs
Alpha-blockers: effects of tolazoline antagonised.
Antifungals: absorption of itraconazole and ketoconazole reduced; concentration of posaconazole possibly reduced - avoid.
Antivirals: concentration of atazanavir reduced; concentration of raltegravir possibly increased - avoid; avoid for 12 hours before and 4 hours after rilpivirine.
Ciclosporin: may increase or not change ciclosporin levels; nephrotoxicity, additive hepatotoxicity and thrombocytopenia reported.
Cytotoxics: reduced gefitinib concentration; reduces concentration of erlotinib and possibly pazopanib, give at least 2 hours before or 10 hours after ranitidine; absorption of dasatinib reduced - avoid; possibly reduced absorption of lapatinib.
Ulipristal: contraceptive effect possibly reduced - avoid with high dose ulipristal.

Metabolism

Ranitidine is not extensively metabolised. A small proportion of ranitidine is metabolised in the liver to the N-oxide, the S-oxide, and desmethylranitidine; the N-oxide is the major metabolite but accounts for only about 4-6% of a dose.
The fraction of the dose recovered as metabolites is similar after both oral and IV dosing; and includes 6% of the dose in urine as the N-oxide, 2% as the S-oxide, 2% as desmethylranitidine and 1-2% as the furoic acid analogue. There is also some excretion in the faeces.

Dosage forms

150 mg b.i.d.

Ranitidine Preparation Products And Raw materials

Raw materials

RanitidineSupplier

Jiangsu Greature Bio-Medicine Co., Ltd. Gold
Tel
0512-85557988 18662338937
Email
frank.wang@greature.com.cn
Jinan Wald Chemical Co., Ltd. Gold
Tel
0531-88773586 13210588999
Email
304264064@qq.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Email
sales@RHFChem.com