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2D Structure
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

2D Structure

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 Weight 350.87 g/mol
Molecular Formula C13H23ClN4O3S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count9
Exact Mass350.1179395 g/mol
Monoisotopic Mass350.1179395 g/mol
Topological Polar Surface Area112 Ų
Heavy Atom Count22
Formal Charge0
Complexity347
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 10  
Drug NameRanitidine hydrochloride
Active IngredientRanitidine hydrochloride
Dosage FormTablet; Syrup; Capsule; Injectable
RouteInjection; Oral
Strengtheq 150mg base; eq 15mg base/ml; eq 75mg base; 25mg/ml; eq 300mg base; eq 25mg base/ml
Market StatusOver the Counter; Prescription
CompanyVintage 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 NameZantac
PubMed HealthRanitidine (Injection)
Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormSyrup; Injectable
RouteInjection; Oral
Strengtheq 15mg base/ml; eq 25mg base/ml
Market StatusPrescription
CompanyCovis Injectables; Glaxo Grp

3 of 10  
Drug NameZantac 150
PubMed HealthRanitidine
Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 150mg base
Market StatusOver the Counter; Prescription
CompanyBoehringer Ingelheim; Glaxo Grp

4 of 10  
Drug NameZantac 300
Active IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 300mg base
Market StatusPrescription
CompanyGlaxo Grp

5 of 10  
Drug NameZantac 75
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 75mg base
Market StatusOver the Counter
CompanyBoehringer Ingelheim

6 of 10  
Drug NameRanitidine hydrochloride
Active IngredientRanitidine hydrochloride
Dosage FormTablet; Syrup; Capsule; Injectable
RouteInjection; Oral
Strengtheq 150mg base; eq 15mg base/ml; eq 75mg base; 25mg/ml; eq 300mg base; eq 25mg base/ml
Market StatusOver the Counter; Prescription
CompanyVintage 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 NameZantac
PubMed HealthRanitidine (Injection)
Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormSyrup; Injectable
RouteInjection; Oral
Strengtheq 15mg base/ml; eq 25mg base/ml
Market StatusPrescription
CompanyCovis Injectables; Glaxo Grp

8 of 10  
Drug NameZantac 150
PubMed HealthRanitidine
Drug ClassesAntiulcer, Gastric Acid Secretion Inhibitor
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 150mg base
Market StatusOver the Counter; Prescription
CompanyBoehringer Ingelheim; Glaxo Grp

9 of 10  
Drug NameZantac 300
Active IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 300mg base
Market StatusPrescription
CompanyGlaxo Grp

10 of 10  
Drug NameZantac 75
Drug LabelThe 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 IngredientRanitidine hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 75mg base
Market StatusOver the Counter
CompanyBoehringer 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]