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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 1 USDMF, 1 Listed Suppliers

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4 FDF Dossiers, 4 FDA Orange Book

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4 FDA Orange Book

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Synopsis

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Chemistry

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Also known as: 1684-40-8, Tacrine hcl, 1,2,3,4-tetrahydroacridin-9-amine hydrochloride, Cognex, Hydroaminacrine, 9-amino-1,2,3,4-tetrahydroacridine hydrochloride

Molecular Formula

C₁₃H₁₅ClN₂

Molecular Weight

234.72 g/mol

InChI Key

ZUFVXZVXEJHHBN-UHFFFAOYSA-N

FDA UNII

4966RNG0BU

A cholinesterase inhibitor that crosses the blood-brain barrier. Tacrine has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders.

1 2D Structure

Tacrine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1,2,3,4-tetrahydroacridin-9-amine;hydrochloride

2.1.2 InChI

InChI=1S/C13H14N2.ClH/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13;/h1,3,5,7H,2,4,6,8H2,(H2,14,15);1H

2.1.3 InChI Key

ZUFVXZVXEJHHBN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCC2=NC3=CC=CC=C3C(=C2C1)N.Cl

2.2 Other Identifiers

2.2.1 UNII

4966RNG0BU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,2,3,4-tetrahydro-9-acridinamine

2. 1,2,3,4-tetrahydroaminoacridine

3. 9-amino-1,2,3,4-tetrahydroacridine

4. Cognex

5. Romotal

6. Tacrine

7. Tenakrin

8. Tetrahydroaminoacridine

9. Tha

2.3.2 Depositor-Supplied Synonyms

1. 1684-40-8

2. Tacrine Hcl

3. 1,2,3,4-tetrahydroacridin-9-amine Hydrochloride

4. Cognex

5. Hydroaminacrine

6. 9-amino-1,2,3,4-tetrahydroacridine Hydrochloride

7. Romotal

8. Tenakrin

9. Ci-970

10. Tacrine.hcl

11. Tacrine (hydrochloride)

12. 9-acridinamine, 1,2,3,4-tetrahydro-, Monohydrochloride

13. Nsc-72108

14. 1,2,3,4-tetrahydro-9-acridinamine Hydrochloride

15. Mls000028845

16. 4966rng0bu

17. 9-acridinamine, 1,2,3,4-tetrahydro-, Hydrochloride (1:1)

18. 1,2,3,4-tetrahydro-9-aminoacridine Hydrochloride

19. 9-amino-1,2,3,4-tetrahydroacridine Monohydrochloride

20. 9-amino-1,2,3,4-tetrahydroacridine Hydrochloride Dihydrate

21. Smr000059105

22. 1,2,3,4-tetrahydroacridin-9-amine;hydrochloride

23. 1,2,3,4-tetrahydro-9-acridinamine Monohydrochloride

24. Sr-01000075593

25. Cas-1684-40-8

26. Unii-4966rng0bu

27. Tacrine Hydrochloride [usan]

28. Ccris 7250

29. T.h.a.

30. Oros-tacrine

31. Tacrine Hydrochloride [usan:usp]

32. Tacrine Hydrochlorid

33. Tacrin Hydrochloride

34. Einecs 216-867-5

35. 1,2,3,4-tetrahydroacridin-9-amine Monohydrochloride

36. Ci 970

37. Cognex (tn)

38. Nsc 72108

39. Tha.hcl

40. Cpd000059105

41. Opera_id_296

42. Dsstox_cid_6112

43. Schembl3270

44. 1,2,3,4-tetrahydroacridin-9-aminehydrochloride

45. Chembl1677

46. Dsstox_rid_78021

47. Dsstox_gsid_26112

48. Tacrine Hydrochloride (usp)

49. Mls000758202

50. Mls001401372

51. Spectrum2300104

52. Acridine, 9-amino-1,2,3,4-tetrahydro-, Hydrochloride

53. Dtxsid1026112

54. Acridine, 9-amino-1,2,3,4-tetrahydro-, Monohydrochloride

55. Ci970

56. Pharmakon1600-02300104

57. Tacrine Hydrochloride [mi]

58. Act08745

59. Amy10870

60. Bcp29701

61. Hy-b1488

62. Nsc72108

63. Tox21_200299

64. Tox21_500036

65. Ccg-39606

66. Mfcd00012657

67. Nsc759324

68. S4357

69. Tacrine Hydrochloride [vandf]

70. Tacrine Hydrochloride [mart.]

71. Akos015913476

72. Tacrine Hydrochloride [who-dd]

73. Lp00036

74. Nc00068

75. Nsc-759324

76. Tacrine Hydrochloride; Tha Hydrochloride

77. Tetrahydroaminoacridine Monohydrochloride

78. Ncgc00024908-02

79. Ncgc00093554-01

80. Ncgc00093554-02

81. Ncgc00093554-03

82. Ncgc00093554-04

83. Ncgc00257853-01

84. Ncgc00260721-01

85. 1,2,3,4-tetrahydroacridin-9-amine Hcl

86. Ds-16390

87. Tacrine Hydrochloride [orange Book]

88. Db-043738

89. Tacrine Hydrochloride [usp Impurity]

90. B6527

91. Cs-0013186

92. Eu-0100036

93. Ft-0633768

94. Sw033163-6

95. A 3773

96. Acridine,2,3,4-tetrahydro-, Monohydrochloride

97. D02068

98. F20766

99. A810973

100. J-010457

101. Sr-01000075593-1

102. Sr-01000075593-3

103. Sr-01000075593-9

104. 9-acridinamine,2,3,4,-tetrahydro-, Monohydrochloride

105. Q27259239

106. Sr-01000075593-16

107. Acridine, 1,2,3,4-tetrahydro-9-amino-, Monohydrochloride

108. Tacrine Hcl;hydroaminacrine; Nsc72108; Nsc-72108; Nsc72108

2.4 Create Date

2005-07-19

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₅ClN₂
Molecular Weight	234.72 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	234.0923762 g/mol
Monoisotopic Mass	234.0923762 g/mol
Topological Polar Surface Area	38.9 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	229
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 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Cholinesterase Inhibitors

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

Nootropic Agents

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)

Parasympathomimetics

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)

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