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Cimetidine

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Company Name: Henan Tianfu Chemical Co.,Ltd.
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Products Intro: Product Name:Cimetidine
CAS:51481-61-9
Purity:0.99 Package:25KG,5KG;1KG;500G
Company Name: Guangzhou PI PI Biotech Inc
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Products Intro: Product Name:Cimetidine
CAS:51481-61-9
Purity:90%+ Package:10mg, 25mg, 50mg, 100mg, Other scale please email Sales@pipitech.com Remarks:2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl]ethyl]guanidine
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Products Intro: Product Name:Cimetidine
CAS:51481-61-9
Purity:0.99 Package:100g;250g;500g;1kg
Company Name: Hubei XinRunde Chemical Co., Ltd.
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Products Intro: Product Name:Cimetidine
CAS:51481-61-9
Purity:99% Package:1KG;10USD Remarks:White crystals with a slight sulfur-mercaptan odor.
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Purity:98% HPLC Package:5MG;10MG;50MG;100MG,1G,5G

Lastest Price from Cimetidine manufacturers

  • Cimetidine
  • US $40.00 / KG
  • 2021-10-08
  • CAS:51481-61-9
  • Min. Order: 1g
  • Purity: 99%
  • Supply Ability: 1000kg
  • Cimetidine
  • US $0.00 / Kg/Drum
  • 2021-09-29
  • CAS:51481-61-9
  • Min. Order: 1KG
  • Purity: 99%min;CP
  • Supply Ability: 10 TONS
  • Cimetidine
  • US $110.00 / kg/bag
  • 2021-09-14
  • CAS:51481-61-9
  • Min. Order: 1公斤/袋
  • Purity: CP,JP
  • Supply Ability: 10TONS

Related articles

  • What is cimetidine?
  • Cimetidine is a stomach acid reducer that is used to treat and prevent certain types of stomach ulcer. Cimetidine is also used....
  • Oct 30,2019
Cimetidine Basic information
Description Medical Uses Information on Dosing Mechanism of Action Interactions Side Effects Warnings References
Product Name:Cimetidine
Synonyms:TAGAMET;SKF-92334;N-CYANO-N'-METHYL-N''-[[2-[(5-METHYL-1H-IMIDAZOL-4-YL)METHYL]THIO]ETHYL]GUANIDINE;Cimetidine (base and/or unspecified salts);Peptol;Tametin;Tratul;Ulcedin
CAS:51481-61-9
MF:C10H16N6S
MW:252.34
EINECS:257-232-2
Product Categories:Histamine receptor;Intermediates & Fine Chemicals;API intermediates;Pharmaceuticals;MAXIPIME;Other APIs;Active Pharmaceutical Ingredients;Heterocycles;API
Mol File:51481-61-9.mol
Cimetidine Structure
Cimetidine Chemical Properties
Melting point 139-144°C
Boiling point 476.2±55.0 °C(Predicted)
density 1.2583 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. 2-8°C
solubility Slightly soluble in water, soluble in ethanol (96 per cent), practically insoluble in methylene chloride. It dissolves in dilute mineral acids.
form neat
pkapKa 6.80 (Uncertain)
Water Solubility 0.5 g/100 mL at 20 ºC
Merck 14,2279
InChIKeyAQIXAKUUQRKLND-UHFFFAOYSA-N
CAS DataBase Reference51481-61-9(CAS DataBase Reference)
NIST Chemistry ReferenceCimetidine(51481-61-9)
IARC3 (Vol. 50) 1990
EPA Substance Registry SystemGuanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]- (51481-61-9)
Safety Information
Hazard Codes T,Xn
Risk Statements 60-42/43-36/37/38-20/22
Safety Statements 53-26-36/37/39-45-36-22
WGK Germany 3
RTECS MF0035500
HS Code 29339900
Hazardous Substances Data51481-61-9(Hazardous Substances Data)
ToxicityLD50 in mice, rats (mg/kg): 2600, 5000 orally; 150, 106 i.v.; 470, 650 i.p. (Brimblecombe)
Cimetidine Usage And Synthesis
DescriptionCimetidine (brand name: Tagamet) is a kind of histamine H2 receptor antagonist being capable of inhibiting the production of stomach acid, which reduces the gastric volume and acidity. It is mainly used for the treatment of heartburn and peptic ulcers. There are also evidences that it can be used for the treatment of common warts, chronic calcific tendinitis of the shoulder, and even colorectal cancer. It is capable of not only inhibiting the gastric acid secretion, as well as pepsin and gastrins output, but also inhibiting the activity of cytochrome P450. It reduces the gastric acid secretion through binding to the H2 receptor locating on the basolateral membrane of the gastric parietal cell, and further blocking histamine effect.
Medical UsesCimetidine is a medical drug that inhibits acid production by specific cells in the human stomach and can be dispensed orally or intravenously. Cimetidine is an effective remedy for heartburn that is resultant of a sour stomach or acid indigestion. The drug also reliefs heart burn that is associated with the consumption of certain beverages and foods.
Cimetidine is used in the treatment of ulcers and the prevention of certain conditions that may influence the stomach to produce excess amounts of acid. The drug is also used for the treatment of gastrointestinal reflux disease (GERD), a condition when stomach acid accumulates and oozes into the esophagus resulting in heartburn.
Some of the conditions associated with overproduction of acid by the stomach may include systemic mastocytosis, Zollinger-Ellison syndrome, and multiple endocrine adenomas. Cimetidine is an effective remedy for these conditions as it decreases the amount of acid produced by the stomach.
Information on DosingCimetidine is available as Tagamet HB. In children and adults, the recommended injectable dosage is 150mg/ml whereas the oral solution is 300mg/5ml. The drug also comes in 300 mg, 200 mg, 800 mg (Rx), 600 mg (Rx), and 400mg (Rx) tablets.
For duodenal ulcers, Cimetidine should be used if the potential advantages surpass the risks involved for children below 16 years. The recommended dosage consideration for this group is 20-40mg/kg administered orally or intravenously every day in 6-hour intervals.
Cimetidine is not the most appropriate choice of drug for use amongst the elderly, especially due to potential drug interactions and confusion. However, for benign gastric and duodenal ulcers, administer 800 mg of Cimetidine once per day, or 400 mg taken orally every 12 hours or 300 mg taken orally every 6 hours orally. For erosive GERD, administer 800mg of cimetidine in a single daily dose or 400 mg taken orally every 12 hours.
In the event of an overdose, one should seek emergency medical attention. Symptoms associated with an overdose may include extreme weakness, fainting confusion, diarrhea, vomiting or nausea.
Mechanism of ActionCimetidine inhibits the secretion of acid in the stomach, and it is taken orally or intravenously. It belongs to histamine-2 (H2) drug class suppressors which also include famotidine, nizatidine, and ranitidine. Histamine is a naturally occurring substance that influences acid production in parietal cells located in the stomach. H2-blockers suppress histamine activity on the cells, which decreases acid production by the stomach. When acid production in the stomach is relatively high, the stomach lining, the duodenum and the esophagus can be affected negatively, which may also result in ulceration and inflammation. Therefore, minimizing the rate of acid production by the stomach allows for ulcers and acid-induced inflammation to heal. The drug is also approved by the FDA.
InteractionsSevere drug interactions associated with cimetidine include terfenadine, pimozide, lomitapide, eliglustat, dofetilide, cisapride and astemizole. However, if a patient is advised by their pharmacist or doctor to use this medication, then there could be a possibility that they are aware of potential drug interactions. Therefore, one should not discontinue or adjust the dosage of any drugs without consulting their healthcare practitioner.
Cimetidine has mild, moderate and adverse drug interactions with 69, 193 and 143 medical drugs respectively. Medications other than the ones highlighted above may have negative interactions with cimetidine.
Side EffectsMinor side effects associated with cimetidine include fatigue, nausea, headache, vomiting, muscle pain, insomnia, diarrhea and constipation. Adverse side effects in may consist of hallucinations and confusion in critically ill or geriatric patients, breast enlargement, impotence especially after prolonged use of high doses, and a reduction in white blood cell count.
Other side effects may include hepatitis, allergic reactions, visual changes, skin rash and irregular heartbeat.
One should consult their doctor if they experience an irregular heartbeat, dizziness, abdominal pain, crusting or bleeding sores on the lips, mental or mood changes, signs of infection such as swollen glands, sore throat or chills, liver problems such as yellowing of the skin and dark urine, and swelling of the limbs.
WarningsThis drug contains cimetidine hence one should not ingest Tagamet HB if they are hypersensitive to the drug or its constituents. Cimetidine should be kept out of reach of children.
Cimetidine is an antiandrogen hence it may result in sexual dysfunction and feminization in men. The drug is considered safe for use amongst pregnant women, but since it can be absorbed into breast milk, lactating mothers should refrain from Cimetidine.
People with kidney or liver disease may be at a higher risk of experiencing intense side effects if Cimetidine is administered without appropriate advice from a medical practitioner. The doctor should indicate how the drug may influence the pre-existing liver or kidney disease, and whether the patient may require additional monitoring.
Referenceshttps://www.drugbank.ca/drugs/DB00501
https://en.wikipedia.org/wiki/Cimetidine
DescriptionCimetidine is a representative of first-generation antihistamine drugs that block H2 receptors.
Chemical PropertiesWhite Solid
OriginatorTagamet,SKF,UK,1977
Usesantibacterial
UsesCompetitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output
UsesCimetidine is used for treating ulcer problems of the stomach and duodenum and for other conditions accompanied by an elevation of acidity and excess secretion of gastric juice. It is used for preventing injuries and the blood flow of the upper regions of the gastrointestinal tract.
DefinitionChEBI: A member of the class of guanidines that consists of guanidine carrying a methyl substituent at position 1, a cyano group at position 2 and a 2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl group at position 3. It is a H -receptor antagonist that inhibits the production of acid in stomach.
IndicationsCimetidine, the first released H2-blocker, like histamine, contains an imidazole ring structure. It is well absorbed following oral administration, with peak blood levels 45 to 90 minutes after drug ingestion. Blood levels remain within therapeutic concentrations for approximately 4 hours after a 300-mg dose. Following oral administration, 50 to 75% of the parent compound is excreted unchanged in the urine; the rest appears primarily as the sulfoxide metabolite.
Manufacturing ProcessIn an initial step, 2-chloroacetic acid ethyl ester is reacted with formamide to give 5-methylimidazole-4-carboxylic acid ethyl ester. Then sodium in ammonia is used to convert that to 4-hydroxymethyl-5-methylimidazole-hydrochloride. Cysteamine HCl (HSCH2CH2NH2·HCl) is then reacted to give 4-(2- aminomethyl)-thiomethyl-5-methyl-imidazole dihydrochloride. Then Ncyanamido-5,5-dimethyl-dithio-carbonate (from cyanamid, KOH, CS2 and ((CH3)2SO4) is reacted to give a further intermediate which is finally reacted with methylamine to give cimetidine
The preparation of the pyridyl analogs of the imidazolyl compounds of the
type of cimetidine are discussed in the patent cited below.
Further references are given by Kleeman and Engel in the reference below.
Brand nameTagamet (GlaxoSmithKline).
Therapeutic FunctionAntiulcer
General DescriptionWhite crystals with a slight sulfur-mercaptan odor.
Air & Water ReactionsSlightly water soluble.
Fire HazardFlash point data for Cimetidine are not available. Cimetidine is probably combustible.
Biological ActivityWidely used H 2 histamine antagonist which has more recently been described as an inverse agonist. Also a potent I 1 imidazoline binding site ligand.
PharmacologyThe main pharmacological effect of cimetidine is the suppression of gastric juice secretion associated with H2 receptors of the stomach walls. It suppresses both basal and stimulated hydrochloric acid produced by food as well as histamine and gastrine, which simultaneously lower pepsin activity.
Side effectsCimetidine may infrequently cause diarrhea, nausea, vomiting, or mental confusion. A rare association with granulocytopenia, thrombocytopenia, and pancytopenia has been reported. Gynecomastia has been demonstrated in patients receiving either high-dose or long-term therapy.
Chemical SynthesisCimetidine, 1-cyano-2-methyl-3-[2-[[5-[[methylimidazol-4-yl)methyl]thio] ethyl] guanidine (16.2.5), is synthesized in the following manner. Reacting 2-chloroacetoacetic ether with two moles of formamide gives 4-carbethoxy-5-methylimidazol (16.2.1). Reduction of the carbethoxy group of this produced with sodium in liquid ammonia gives 4- hydroxymethyl-5-methylimidazol (16.2.2). The hydrochloride of the resulting alcohol is reacted with 2-mercaptoethylamine hydrochloride to produce 4-(2-aminomethyl)-thiomethyl- 5-methylimidazol dihydrochloride (16.2.3). This is reacted with N-cyanimido-S,Sdimethyldithiocarbonate to give a thiourea derivative (16.2.4), which upon reaction with methylamine turns into cimetidine (16.2.5).

Veterinary Drugs and TreatmentsIn veterinary medicine, cimetidine has been used for the treatment and/or prophylaxis of gastric, abomasal and duodenal ulcers, uremic gastritis, stress-related or drug-induced erosive gastritis, esophagitis, duodenal gastric reflux, and esophageal reflux. It has also been employed to treat hypersecretory conditions associated with gastrinomas and systemic mastocytosis. Cimetidine has also been used investigationally as a immunomodulating agent (see doses) in dogs. Cimetidine has been used for the treatment of melanomas in horses, but the drug’s poor bioavailability and subsequent high doses (48 mg/kg/day) in adult horses makes it a very expensive, unproven treatment.
Dosage forms300 mg PO q.i.d. or 800 mg at bedtime.
Cimetidine Preparation Products And Raw materials
Raw materialsPotassium carbonate-->4-Methylimidazole-->S,S'-Dimethyl dithiocarbonate-->Ethyl chloroacetate-->Methylamine-->Potassium hydroxide
Tag:Cimetidine(51481-61-9) Related Product Information
(5-Ethyl-1H-imidazol-4-yl)methanol N-CYANO-N',N'-DIMETHYLGUANIDINE Cimetidine Amide Dihydrochloride N-Cyano-3-(cyanoaMino)-N'-Methyl-7,8-dithia-2,4,11-triazadodec-2-en-12-iMidaMide (CiMetidine IMpurity) Cimetidine Impurity 2 N-Cyano-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]carbamimidic acid methyl ester N-cyano-N',N''-dimethylguanidine Cimetidine Impurity 3 guanylurea cimetidine Cimetidine S-oxide,CIMETIDINE SULPHOXIDE DIHYDROCHLORIDE,cimetidine sulfoxide N-Cyano-N-[2-(5-methylimidazole-4-methylthio)ethyl]-S-methyl isothiourea 2-cyano-1,3-bis(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine Sitagliptin Cimetidine A/AB copper(II)-cimetidine-alanine complex CIMETIDINE TYPE AB S,S-DIMETHYL-N-CYANODITHIOIMINO CARBONATE [DIMETHYL-N-CYANOTHIOCARBONATE]CIMETIDINE CIMETIDINE AB