Cimetidine

Iupac Name：1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine

Molecular Weight：252.33924

Modify Date.: 2023-02-23 15:22

Introduction: Cimetidine (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. View more+

Request For Quotation

1. Names and Identifiers

1.1 Name: Cimetidine
1.2 Synonyms: 1-Cyano-2-methyl-3-(2-{[(4-methyl-1H-imidazol-5-yl)methyl]sulfanyl}ethyl)guanidine 1-Cyano-3-methyl-2-(2-{[(4-methyl-1H-imidazol-5-yl)methyl]sulfanyl}ethyl)guanidine 1-Cyano-3-methyl-2-(2-{[(5-methyl-4-imidazolidinyl)methyl]sulfanyl}ethyl)guanidine 2-Cyano-1-methyl-3-[2-(5-methyl-1H-imidazol-4-yl-methylthio)ethyl]guanidine Acinil Brumetadina Cimal Cimetidine (base and/or unspecified salts) Dyspamet EINECS 257-232-2 Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)- guanidine, N-cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]- Guanidine, N-cyano-N''-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]- Guanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-4-imidazolidinyl)methyl]thio]ethyl]- MFCD00133296 N-CYANO-N'-METHYL-N''-[[2-[(5-METHYL-1H-IMIDAZOL-4-YL)METHYL]THIO]ETHYL]GUANIDINE N-Cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]guanidine Peptol SKF-92334 TAGAMET Tametin Tratul Ulcedin ULCIMET

1.3 CAS No.: 51481-61-9

1.4 CID: 2756

1.5 EINECS(EC#): 257-232-2

1.6 Molecular Formula: C10H16N6S (isomer)

1.7 Inchi: InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)

1.8 InChkey: AQIXAKUUQRKLND-UHFFFAOYSA-N

1.9 Canonical Smiles: CC1=C(N=CN1)CSCCNC(=NC)NC#N

1.10 Isomers Smiles: CC1=C(N=CN1)CSCCNC(=NC)NC#N

2. Properties

2.1 Density: 1.27

2.1 Melting point: 139-144℃

2.1 Boiling point: 488°Cat760mmHg

2.1 Refractive index: 1.5700 (estimate)

2.1 Flash Point: 248.9°C

2.1 Precise Quality: 252.11600

2.1 PSA: 114.19000

2.1 logP: 1.37918

2.1 Solubility: 0.5 g/100 mL at 20 oC

2.2 Appearance: White crystals with a slight sulfur-mercaptan odor.

2.3 Storage: Keep Cold.

2.4 Chemical Properties: White Solid

2.5 Color/Form: Crystals

2.6 Odor: Unpleasant odor

2.7 pKa: pKa 6.80 (Uncertain)

2.8 Water Solubility: 0.5 g/100 mL at 20 oC

2.9 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: 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.

3.2 General Description: White crystals with a slight sulfur-mercaptan odor.

3.3 Usage: Cimetidine 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.

4. Safety and Handling

4.1 Symbol: GHS08

4.1 Hazard Codes: T

4.1 Signal Word: Danger

4.1 Risk Statements: R60

4.1 Safety Statements: S26;S36/37/39;S45;S53

4.1 Exposure Standards and Regulations: Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

4.2 Octanol/Water Partition Coefficient: log Kow= 0.40 (measured)

4.3 Fire Hazard: Flash point data for Cimetidine are not available. Cimetidine is probably combustible.

4.4 Hazard Declaration: H360

4.4 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

4.5 RIDADR: NONH for all modes of transport

4.5 Caution Statement: P201-P308 + P313

4.5 Formulations/Preparations: BIOMAG, BRUMETIDINA, CIMET, NOTUL. /CIMETIDINE HYDROCHLORIDE/

4.6 WGK Germany: 3

4.6 RTECS: MF0035500

4.6 Safety: Hazard Codes:?T,Xn
Risk Statements: 60-42/43-36/37/38-20/22?
R60:May impair fertility.?
R42/43:May cause sensitization by inhalation and skin contact.?
R36/37/38:Irritating to eyes, respiratory system and skin.?
R20/22:Harmful by inhalation and if swallowed.
Safety Statements: 53-26-36/37/39-45-36-22?
S53:Avoid exposure - obtain special instructions before use.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S36:Wear suitable protective clothing.?
S22:Do not breathe dust.
WGK Germany: 3
RTECS of Cimetidine (CAS NO.51481-61-9): MF0035500

4.7 Specification: ? Cimetidine (CAS NO.51481-61-9), its Synonyms are 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine ; 2-Cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine ; Acibilin ; Acinil ; Cimetag ; Cimetidina . It is white solid.

4.8 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
child	TDLo	intravenous	100mg/kg (100mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP	Annals of Internal Medicine. Vol. 97, Pg. 283, 1982.
dog	LD50	intravenous	206mg/kg (206mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE GASTROINTESTINAL: OTHER CHANGES	Kiso to Rinsho. Clinical Report. Vol. 14, Pg. 2806, 1980.
dog	LD50	oral	2600mg/kg (2600mg/kg)	?	Pharmacological and Biochemical Properties of Drug Substances. Vol. 1, Pg. 329, 1977.
hamster	LD50	intraperitoneal	880mg/kg (880mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Gastroenterology. Vol. 74, Pg. 339, 1978.
hamster	LD50	oral	4gm/kg (4000mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Gastroenterology. Vol. 74, Pg. 339, 1978.
human	TDLo	oral	80mg/kg/8D (80mg/kg)	VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION BLOOD: LEUKOPENIA	Lancet. Vol. 1, Pg. 444, 1978.
man	TDLo	intravenous	4286ug/kg/30M (4.286mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): SWEATING: OTHER	Annals of Internal Medicine. Vol. 97, Pg. 374, 1982.
man	TDLo	oral	2857ug/kg (2.857mg/kg)	CARDIAC: OTHER CHANGES	Lancet. Vol. 1, Pg. 225, 1987.
man	TDLo	oral	51mg/kg/3D-I (51mg/kg)	SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	American Journal of Medicine. Vol. 75, Pg. 875, 1983.
man	TDLo	oral	57mg/kg/5D-I (57mg/kg)	LIVER: "JAUNDICE, CHOLESTATIC"	Digestive Diseases and Sciences. Vol. 32, Pg. 333, 1987.
man	TDLo	oral	270mg/kg/3W-I (270mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS	American Journal of Medicine. Vol. 70, Pg. 1272, 1981.
man	TDLo	unreported	600mg/kg/6W (600mg/kg)	SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Lancet. Vol. 1, Pg. 1160, 1981.
mouse	LD50	intraperitoneal	306mg/kg (306mg/kg)	?	Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 1655, 1983.
mouse	LD50	intravenous	150mg/kg (150mg/kg)	?	Journal of International Medical Research. Vol. 3, Pg. 86, 1975.
mouse	LD50	oral	2550mg/kg (2550mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
mouse	LD50	subcutaneous	437mg/kg (437mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
rabbit	LD50	intraperitoneal	1063mg/kg (1063mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
rabbit	LD50	intravenous	164mg/kg (164mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
rabbit	LD50	oral	> 8640mg/kg (8640mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
rat	LD50	intraperitoneal	328mg/kg (328mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
rat	LD50	intravenous	106mg/kg (106mg/kg)	?	Journal of International Medical Research. Vol. 3, Pg. 86, 1975.
rat	LD50	oral	5gm/kg (5000mg/kg)	?	Journal of International Medical Research. Vol. 3, Pg. 86, 1975.
rat	LD50	subcutaneous	860mg/kg (860mg/kg)	?	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 11, Pg. 1685, 1983.
women	LDLo	intravenous	1008mg/kg/6W- (1008mg/kg)	VASCULAR: OTHER CHANGES	Drug Intelligence and Clinical Pharmacy. Vol. 17, Pg. 126, 1983.
women	TDLo	intravenous	4mg/kg/2M-C (4mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP	Lancet. Vol. 1, Pg. 99, 1987.
women	TDLo	oral	30mg/kg/2D-I (30mg/kg)	BEHAVIORAL: ATAXIA BEHAVIORAL: REGIDITY BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Annals of Emergency Medicine. Vol. 16, Pg. 1162, 1987.

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Serious eye damage, Category 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H318 Causes serious eye damage
Precautionary statement(s)
Prevention	P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

1H NMR : 400 MHz in DMSO-d6

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

7. Other Information

7.0 Merck: 14,2279

7.1 Description: Cimetidine (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.

7.2 Medical Uses: Cimetidine 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.

7.3 Information on Dosing: Cimetidine 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.

7.4 Mechanism of Action: Cimetidine 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.

7.5 Interactions: Severe 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.

7.6 Side Effects: Minor 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.

7.7 Warnings: This 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.

7.8 References: https://www.drugbank.ca/drugs/DB00501
https://en.wikipedia.org/wiki/Cimetidine

7.9 Description: Cimetidine is a representative of first-generation antihistamine drugs that block H2 receptors.

7.10 Chemical Properties: White Solid

7.11 Originator: Tagamet,SKF,UK,1977

7.12 Uses: antibacterial

7.13 Uses: Cimetidine 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.

7.14 Definition: ChEBI: 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.

7.15 Indications: Cimetidine, 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.

7.16 Usage: Widely used H2 histamine antagonist which has more recently been described as an inverse agonist. Also a potent I1 imidazoline binding site ligand. It displays antitumor and immunomodulatory activity. Cimetidine competitively inhibits histamine binding to histamine H2 receptors, and suppresses the growth of several tumors, including gastrointestinal cancer. This compound is an anti-angiogenic agent and is an activator of Nischarin. Competitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output

7.17 Manufacturing Process: In 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.

7.18 Brand name: Tagamet (GlaxoSmithKline).

7.19 Therapeutic Function: Antiulcer

7.20 General Description: White crystals with a slight sulfur-mercaptan odor.

7.21 Air & Water Reactions: Slightly water soluble.

7.22 Fire Hazard: Flash point data for Cimetidine are not available. Cimetidine is probably combustible.

7.23 Biological Activity: Widely used H 2 histamine antagonist which has more recently been described as an inverse agonist. Also a potent I 1 imidazoline binding site ligand.

7.24 Biochem/physiol Actions: H2 histamine receptor antagonist; I1 imidazoline receptor agonist; anti-ulcer agent. Blocks cancer metastasis by inhibiting the expression of E-selectin on the surface of endothelial cells, thus blocking tumor cell adhesion.

7.25 Pharmacology: The 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.

7.26 Side effects: Cimetidine 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.

7.27 Chemical Synthesis: Cimetidine, 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).

7.28 Veterinary Drugs and Treatments: In 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.

7.29 Dosage forms: 300 mg PO q.i.d. or 800 mg at bedtime.

8. Computational chemical data

Molecular Weight: 252.33924g/mol
Molecular Formula: C₁₀H₁₆N₆S
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 252.11571571
Monoisotopic Mass: 252.11571571
Complexity: 296
Rotatable Bond Count: 7
Hydrogen Bond Donor Count: 3
Hydrogen Bond Acceptor Count: 4
Topological Polar Surface Area: 114
Heavy Atom Count: 17
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADceBzgABAAAAAAAAAAAAAAAAAAWAAAAAAAAAAAAAAAAABgAAAHAQQAAAACAjFVgSHkBbJkAiwAQRhZAAAgC2RELABWYA4UACASABgCAAUAAAIEAJgACAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

9. Question & Answer

What is cimetidine? Feb 18 2021
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 to treat gastroesophageal reflux disease (GERD), when stomach acid backs up into the esophagus and causes heartburn. Over-the-counter (nonprescription) ...

10. Recommended Suppliers

Global374SuppliersView all >>

Hebei Ruqi technology Diamond member

-122YR

Products:Pharmaceutical intermediates
Tel:+8615373-093998-15373093998
Email:sales02@rulintech.com

Tratul

Purity:99%Packing: 200kg/bag FOB
Price: 100 USD/g
Time: 2023/06/06

Inquire

Shanghai JOA Yunao International Trade Co.,Ltd. Diamond member

-121YR

Products:pharmaceutical intermediate,anesthetic,ethyl alcohol,dimethocaine,procaine and so on
Tel:86-21-16601796665
Email:asdf@shanghaihg.cn

Hot Selling Cimetidine Powder Cimetidine Price Anti Digestive Ulcer Apis CAS 51481-61-9

Purity:99%Packing: 200kg/bag FOB
Price: 50 USD/kilogram
Time: 2023/06/06

Inquire

Qiaoxi Shengyou Chemical Co., LTD Diamond member

-121YR

Products:pharmaceutical intermediates Organic raw materialsAnimal and plant extracts1.4BDO, Eutylone,4MMC, JWH ,SGT Peptide, Steroids, Benzos,Dissociatives
Tel:86-311-18931626169
Email:accountmanager1@yeah.net

Cimetidine