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Alter-H2

Alter-H2

Synopsis, Chemistry

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TABLET;ORAL - EQ 150MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - EQ 300MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - EQ 25MG BASE/ML, TABLET;ORAL - EQ 75MG BASE, TABLET;ORAL - EQ 150MG BASE

TABLET;ORAL - EQ 150MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
TABLET;ORAL - EQ 300MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
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Also known as: Ranitidine hydrochloride, 66357-59-3, 71130-06-8, Fendibina, Gastridina, Gastrolav

Molecular Formula

C₁₃H₂₃ClN₄O₃S

Molecular Weight

350.87 g/mol

InChI Key

GGWBHVILAJZWKJ-KJEVSKRMSA-N

A non-imidazole blocker of those histamine receptors that mediate gastric secretion (H2 receptors). It is used to treat gastrointestinal ulcers.

1 2D Structure

Alter-H2

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E)-1-N'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine;hydrochloride

2.1.2 InChI

InChI=1S/C13H22N4O3S.ClH/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3;/h4-5,9,14-15H,6-8,10H2,1-3H3;1H/b13-9+;

2.1.3 InChI Key

GGWBHVILAJZWKJ-KJEVSKRMSA-N

2.1.4 Canonical SMILES

CNC(=C[N+](=O)[O-])NCCSCC1=CC=C(O1)CN(C)C.Cl

2.1.5 Isomeric SMILES

CN/C(=C\[N+](=O)[O-])/NCCSCC1=CC=C(O1)CN(C)C.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Ah 19065

2. Ah-19065

3. Ah19065

4. Biotidin

5. Hydrochloride, Ranitidine

6. N (2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-n'-methyl-2-nitro-1,1-ethenediamine

7. Ranisen

8. Ranitidin

9. Ranitidine

10. Ranitidine Hydrochloride

11. Sostril

12. Zantac

13. Zantic

2.2.2 Depositor-Supplied Synonyms

1. Ranitidine Hydrochloride

2. 66357-59-3

3. 71130-06-8

4. Fendibina

5. Gastridina

6. Gastrolav

7. Kuracid

8. Raniberl

9. Ranibloc

10. Alquen

11. Rani-nerton

12. Zantac

13. Nu-ranit

14. Rani-q

15. Ranitidine (hydrochloride)

16. Santanol

17. Tanidina

18. Toriol

19. Coralen

20. Quantor

21. Radin

22. Chebi:8777

23. Gastrial

24. Raniben

25. Ranibeta

26. Azantac

27. Zantac (tn)

28. (e)-1-n'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1-n-methyl-2-nitroethene-1,1-diamine;hydrochloride

29. Mfcd00941509

30. {2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}[(z)-1-(methylamino)-2-nitroethenyl]amine Hydrochloride

31. Smr000653467

32. (e)-n-(2-(((5-((dimethylamino)methyl)furan-2-yl)methyl)thio)ethyl)-n-methyl-2-nitroethene-1,1-diamine

33. N-(2-((5-((dimethylamino)methyl)furfuryl)thio)ethyl)-n'-methyl-2-nitrovinylidenediamine Monohydrochloride

34. C13h22n4o3s.hcl

35. Zantic

36. Zantac;noctone

37. Sr-01000075288

38. Ah19065

39. Ah-19065

40. Prestwick_635

41. Einecs 275-207-4

42. Ranitidine (zantac)

43. Ranitidine Hydrochloride 100 Microg/ml In Acetonitrile

44. Epitope Id:127516

45. Mls001146938

46. Mls002548856

47. Chembl1092473

48. Hy-b0281a

49. Hms1568j03

50. Amy24712

51. Bcp28420

52. N-[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-n'-methyl-2-nitro-1,1-ethenediamine Hydrochloride

53. N-[2-[5-[(dimethylamino)methyl]furfurylthio]ethyl]-n'-methyl-2-nitro-1,1-ethenediamine Hydrochloride

54. Tox21_501073

55. S1801

56. Ranitidine Hydrochloride (jp17/usp)

57. Akos015895250

58. Ccg-212946

59. Lp01073

60. Nc00479

61. Ranitidine For Impurity A Identification

62. Ncgc00094351-01

63. Ncgc00261758-01

64. Ac-12743

65. N-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-n'-methyl-2-nitroethene-1,1-diamine Hydrochloride

66. Eu-0101073

67. R-101

68. R0073

69. Sw196800-3

70. Bim-0051043.0001

71. D00673

72. 357n593

73. A835435

74. Sr-01000075288-2

75. W-104534

76. (e)-n-(2-(((5-((dimethylamino)methyl)furan-2-yl)methyl)thio)ethyl)-n'-methyl-2-nitroethene-1,1-diamine Hydrochloride

77. (e)-n1'-[2-[[5-[(dimethylamino)methyl]-2-furanyl]methylthio]ethyl]-n1-methyl-2-nitroethene-1,1-diamine Hydrochloride

78. (e)-n1'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-n1-methyl-2-nitro-ethene-1,1-diamine Hydrochloride

79. 1,1-ethenediamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-n'-methyl-2-nitro-, Hydrochloride

80. N-(2-(((5-((dimethylamino)methyl)furan-2-yl)methyl)thio)ethyl)-n'-methyl-2-nitroethene-1,1-diamine Hydrochloride

81. N-(2-(((5-((dimethylamino)methyl)furan-2-yl)methyl)thio)ethyl)-n-methyl-2-nitroethene-1,1-diaminehydrochloride

82. N-(2-((5-(dimethylaminomethyl)furan-2-yl)methylsulfanyl)ethyl)-n'-methyl-2-nitroethene-1,1-diamine Hcl

83. N-[2-[[[5-[(dimethylamino)methyl]-2 -furanyl]methyl]thio]ethyl]-n'-methyl-2-nitro-1,1-e Thanediamine Hydrochloride

2.3 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₂₃ClN₄O₃S
Molecular Weight	350.87 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	9
Exact Mass	350.1179395 g/mol
Monoisotopic Mass	350.1179395 g/mol
Topological Polar Surface Area	112 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	347
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 10
Drug Name	Ranitidine hydrochloride
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet; Syrup; Capsule; Injectable
Route	Injection; Oral
Strength	eq 150mg base; eq 15mg base/ml; eq 75mg base; 25mg/ml; eq 300mg base; eq 25mg base/ml
Market Status	Over the Counter; Prescription
Company	Vintage Pharms; Amneal Pharms; Wockhardt; Silarx; Breckenridge Pharm; Teva; Pharm Assoc; Apotex; Torpharm; Shasun Chems; Taro; Sandoz; Par Pharm; Perrigo R And D; Svads Holdings Sa; Glenmark Generics; Amneal Pharms Ny; Ivax Sub Teva Pharms; Hi Tech Pharma

2 of 10
Drug Name	Zantac
PubMed Health	Ranitidine (Injection)
Drug Classes	Antiulcer, Gastric Acid Secretion Inhibitor
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Syrup; Injectable
Route	Injection; Oral
Strength	eq 15mg base/ml; eq 25mg base/ml
Market Status	Prescription
Company	Covis Injectables; Glaxo Grp

3 of 10
Drug Name	Zantac 150
PubMed Health	Ranitidine
Drug Classes	Antiulcer, Gastric Acid Secretion Inhibitor
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 150mg base
Market Status	Over the Counter; Prescription
Company	Boehringer Ingelheim; Glaxo Grp

4 of 10
Drug Name	Zantac 300
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 300mg base
Market Status	Prescription
Company	Glaxo Grp

5 of 10
Drug Name	Zantac 75
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 75mg base
Market Status	Over the Counter
Company	Boehringer Ingelheim

6 of 10
Drug Name	Ranitidine hydrochloride
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet; Syrup; Capsule; Injectable
Route	Injection; Oral
Strength	eq 150mg base; eq 15mg base/ml; eq 75mg base; 25mg/ml; eq 300mg base; eq 25mg base/ml
Market Status	Over the Counter; Prescription
Company	Vintage Pharms; Amneal Pharms; Wockhardt; Silarx; Breckenridge Pharm; Teva; Pharm Assoc; Apotex; Torpharm; Shasun Chems; Taro; Sandoz; Par Pharm; Perrigo R And D; Svads Holdings Sa; Glenmark Generics; Amneal Pharms Ny; Ivax Sub Teva Pharms; Hi Tech Pharma

7 of 10
Drug Name	Zantac
PubMed Health	Ranitidine (Injection)
Drug Classes	Antiulcer, Gastric Acid Secretion Inhibitor
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Syrup; Injectable
Route	Injection; Oral
Strength	eq 15mg base/ml; eq 25mg base/ml
Market Status	Prescription
Company	Covis Injectables; Glaxo Grp

8 of 10
Drug Name	Zantac 150
PubMed Health	Ranitidine
Drug Classes	Antiulcer, Gastric Acid Secretion Inhibitor
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 150mg base
Market Status	Over the Counter; Prescription
Company	Boehringer Ingelheim; Glaxo Grp

9 of 10
Drug Name	Zantac 300
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 300mg base
Market Status	Prescription
Company	Glaxo Grp

10 of 10
Drug Name	Zantac 75
Drug Label	The active ingredient in ZANTAC 150 Tablets, ZANTAC 300 Tablets, and ZANTAC Syrup is ranitidine hydrochloride (HCl), USP, a histamine H2-receptor antagonist. Chemically it is N[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N-methyl-2...
Active Ingredient	Ranitidine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 75mg base
Market Status	Over the Counter
Company	Boehringer Ingelheim

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

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.)

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

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