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Altramet

Altramet

Synopsis, Chemistry

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Also known as: 70059-30-2, Cimetidine hcl, Cimetidinehydrochloride, Cimetidine (hydrochloride), Cimetex, 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine monohydrochloride

Molecular Formula

C₁₀H₁₇ClN₆S

Molecular Weight

288.80 g/mol

InChI Key

QJHCNBWLPSXHBL-UHFFFAOYSA-N

FDA UNII

WF10491673

A histamine congener, it competitively inhibits HISTAMINE binding to HISTAMINE H2 RECEPTORS. Cimetidine has a range of pharmacological actions. It inhibits GASTRIC ACID secretion, as well as PEPSIN and GASTRIN output.

1 2D Structure

Altramet

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine;hydrochloride

2.1.2 InChI

InChI=1S/C10H16N6S.ClH/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);1H

2.1.3 InChI Key

QJHCNBWLPSXHBL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(N=CN1)CSCCNC(=NC)NC#N.Cl

2.2 Other Identifiers

2.2.1 UNII

WF10491673

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Altramet

2. Biomet

3. Biomet400

4. Cimetidine

5. Cimetidine Hcl

6. Eureceptor

7. Hcl, Cimetidine

8. Histodil

9. Hydrochloride, Cimetidine

10. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine

11. Sk And F 92334

12. Sk And F-92334

13. Sk And F92334

14. Skf 92334

15. Skf-92334

16. Skf92334

17. Tagamet

2.3.2 Depositor-Supplied Synonyms

1. 70059-30-2

2. Cimetidine Hcl

3. Cimetidinehydrochloride

4. Cimetidine (hydrochloride)

5. Cimetex

6. 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine Monohydrochloride

7. N-cyano-n'-methyl-n''-[2-[[(5-methyl-1h-imidazol-4-yl)methyl]thio]ethyl]guanidine Hydrochloride

8. Endo

9. Tagamet Liquid

10. Wf10491673

11. Tagamet Injection

12. Guanidine, N''-cyano-n-methyl-n'-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)-, Monohydrochloride

13. Chebi:50362

14. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine Hydrochloride

15. Cimetidine Hydrochloride [usan]

16. Einecs 274-297-2

17. Unii-wf10491673

18. Einecs 276-264-8

19. Cimetidine Hydrochloride [usan:usp]

20. 71989-90-7

21. Schembl42142

22. Schembl42144

23. Cimetidine Hydrochloride (tn)

24. Cimetidine Hydrochloride (usp)

25. Chembl1201051

26. Schembl11156749

27. Dtxsid10990302

28. Cimetidine Hydrochloride [mi]

29. Cimetidine Hydrochloride In Sodium Chloride 0.9% In Plastic Container

30. Hy-14289a

31. Mfcd01724314

32. Tagamet Hydrochloride In Sodium Chloride 0.9% In Plastic Container

33. Akos015961108

34. Akos037643350

35. Ac-4278

36. Cimetidine Hydrochloride [mart.]

37. Cimetidine Hydrochloride [vandf]

38. Cimetidine Hydrochloride [usp-rs]

39. Cimetidine Hydrochloride [who-dd]

40. 1-cyano-2-methyl-3-[2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethyl]guanidine;hydrochloride

41. As-15040

42. Guanidine, N'-cyano-n-methyl-n'-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)-, Monohydrochloride

43. N-cyano-n'-methyl-n''-(2-(((5-methyl-1h-imidazol-4-yl)methyl)thio)ethyl)guanidine Monohydrochloride

44. Db-055373

45. Cs-0031039

46. Ft-0602954

47. Cimetidine Hydrochloride [orange Book]

48. Cimetidine Hydrochloride [ep Monograph]

49. Cimetidine Hydrochloride [usp Monograph]

50. D03503

51. 059c302

52. A923492

53. W-104570

54. Q27122038

55. Cimetidine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

56. Cimetidine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

57. Cimetidine Hydrochloride, European Pharmacopoeia (ep) Reference Standard, European Pharmacopoeia (ep) Reference Standard

58. Guanidine, N-cyano-n'-methyl-n''-[2-[[(5-methyl-1h-imidazol-4-yl)methyl]thio]ethyl]-, Monohydrochloride

59. N-cyano-n''-methyl-n'-(2-{[(4-methyl-1h-imidazol-5-yl)methyl]sulfanyl}ethyl)guanidine--hydrogen Chloride (1/1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₇ClN₆S
Molecular Weight	288.80 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	288.0923934 g/mol
Monoisotopic Mass	288.0923934 g/mol
Topological Polar Surface Area	114 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	296
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Cimetidine hydrochloride
Drug Label	Cimetidine is a histamine H2 receptor-antagonist. Chemically it is N"-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]-ethyl]-guanidine.The molecular formula for cimetidine hydrochloride is C10H16N6S HCl and the molecular weight i
Active Ingredient	Cimetidine hydrochloride
Dosage Form	Injectable; Solution
Route	Injection; Oral
Strength	eq 300mg base/2ml; eq 300mg base/5ml
Market Status	Prescription
Company	Wockhardt; Hi Tech Pharma; Ani Pharms; Pharm Assoc; Dava Pharms

2 of 2
Drug Name	Cimetidine hydrochloride
Drug Label	Cimetidine is a histamine H2 receptor-antagonist. Chemically it is N"-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]-ethyl]-guanidine.The molecular formula for cimetidine hydrochloride is C10H16N6S HCl and the molecular weight i
Active Ingredient	Cimetidine hydrochloride
Dosage Form	Injectable; Solution
Route	Injection; Oral
Strength	eq 300mg base/2ml; eq 300mg base/5ml
Market Status	Prescription
Company	Wockhardt; Hi Tech Pharma; Ani Pharms; Pharm Assoc; Dava Pharms

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Cytochrome P-450 CYP1A2 Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inhibitors.)

Anti-Ulcer Agents

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. (See all compounds classified as Anti-Ulcer Agents.)

Histamine H2 Antagonists

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. (See all compounds classified as Histamine H2 Antagonists.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Histamine-2 Receptor Antagonist [EPC]; Histamine H2 Receptor Antagonists [MoA]