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Methamphetamine Hydrochloride

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Also known as: 51-57-0, Methamphetamine hcl, (+)-methamphetamine hydrochloride, Adipex, Dexoval, S-(+)-methamphetamine hydrochloride

Molecular Formula

C₁₀H₁₆ClN

Molecular Weight

185.69 g/mol

InChI Key

TWXDDNPPQUTEOV-FVGYRXGTSA-N

FDA UNII

997F43Z9CV

A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.

1 2D Structure

Methamphetamine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-N-methyl-1-phenylpropan-2-amine;hydrochloride

2.1.2 InChI

InChI=1S/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1

2.1.3 InChI Key

TWXDDNPPQUTEOV-FVGYRXGTSA-N

2.1.4 Canonical SMILES

CC(CC1=CC=CC=C1)NC.Cl

2.1.5 Isomeric SMILES

C[C@@H](CC1=CC=CC=C1)NC.Cl

2.2 Other Identifiers

2.2.1 UNII

997F43Z9CV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Deoxyephedrine

2. Desoxyephedrine

3. Desoxyn

4. Hydrochloride, Methamphetamine

5. Madrine

6. Metamfetamine

7. Methamphetamine

8. Methylamphetamine

9. N Methylamphetamine

10. N-methylamphetamine

2.3.2 Depositor-Supplied Synonyms

1. 51-57-0

2. Methamphetamine Hcl

3. (+)-methamphetamine Hydrochloride

4. Adipex

5. Dexoval

6. S-(+)-methamphetamine Hydrochloride

7. Methamphetaminium Chloride

8. Tonedron

9. D-methaphetamine Hydrochloride

10. Deofed

11. Isophen

12. Desoxyn

13. Methylisomyn

14. Soxysympamine

15. Chestox

16. Desepin

17. Desodex

18. Desoxyfed

19. Desoxyne

20. Dexstim

21. Doxyfed

22. Drinalfa

23. Efroxine

24. Eufodrinal

25. Gerovit

26. Madrine

27. Pervitin

28. Syndrox

29. Destim

30. Dextim

31. Dosoxy

32. Hyphet

33. Meth

34. Obedrin-la

35. Desoxo-5

36. Metamfetamine Hydrochloride

37. Norodin Hydrochloride

38. (+)-n,alpha-dimethylphenethylamine Hydrochloride

39. Methylamphetamine Hydrochloride

40. (+)methamphetamine Hydrochloride

41. Des-o-e

42. D-desoxyephedrine Hydrochloride

43. Dee Dex 10

44. Methedrine Hydrochloride

45. Methaphetaminium Chloride

46. Semoxydrine Hydrochloride

47. Dee -5

48. Methamphetamine Hydrochloride Cii

49. Chebi:35340

50. Metamphetamine Hydrochloride

51. Dee -10

52. 997f43z9cv

53. D-o-e

54. Desoxyephedrine Hydrochloride

55. (+)-methamphetamine Chloride

56. D-methamphetamine Hydrochloride

57. Nsc-169505

58. N-methylamphetamine Hydrochloride

59. Philopon

60. Benzeneethanamine, N,alpha-dimethyl-, Hydrochloride, (alphas)-

61. (+)-methylamphetamine Hydrochloride

62. Isophen (van)

63. L-methamphetamine Hydrochloride

64. (2s)-n-methyl-1-phenylpropan-2-amine;hydrochloride

65. Gerobit

66. (+)-2-methylamino-2-phenylpropane Hydrochloride

67. D-methylamphetamine Hydrochloride

68. Levmetamfetamine Hydrochloride

69. (+)-l-methamphetamine Hydrochloride

70. Einecs 200-106-9

71. Nsc 169505

72. Wq4872m3c8

73. L-desoxyephedrine Hydrochloride

74. Unii-997f43z9cv

75. Ai3-20155

76. D-n,alpha-dimethylphenethylamine Hydrochloride

77. (s)-(+)-methamphetamine Hydrochloride

78. D-n-methyl-beta-phenylisopropylamine Hydrochloride

79. Desoxyn (tn)

80. Einecs 212-552-1

81. L-methamphetamine Hcl

82. Phenethylamine, N,alpha-dimethyl-, Hydrochloride, (+)-

83. Benzeneethanamine, N,alpha-dimethyl-, Hydrochloride, (s)-

84. Methamphetamine Hydrochloride [usp:jan]

85. (+)-methamphetamine Hydrochloride Solution

86. Ncgc00247704-01

87. Dsstox_cid_28790

88. Dsstox_rid_83059

89. Dsstox_gsid_48864

90. L-n-methyl-beta-phenylisopropylamine Hydrochloride

91. Methylamfetamine Hydrochloride

92. Schembl42100

93. N,alpha-dimethylphenethylamine Hydrochloride, (-)-

94. Unii-wq4872m3c8

95. (2s)-n-methyl-1-phenylpropan-2-amine Hydrochloride

96. (+)-(s)-n,alpha-dimethylphenethylamine Hydrochloride

97. Methamphetamine Hydrogen Chloride

98. Chembl1200952

99. Dtxsid8048864

100. Phenethylamine, N,alpha-dimethyl-, Hydrochloride, (-)-

101. Phenethylamine, N,alpha-dimethyl-, Hydrochloride, (s)-(+)-

102. Tox21_112856

103. Cas-51-57-0

104. Methamphetamine Hydrochloride (jp17/usp)

105. Methamphetamine Hydrochloride [mi]

106. Metamfetamine Hydrochloride [mart.]

107. Methamphetamine Hydrochloride [jan]

108. Metamfetamine Hydrochloride [who-dd]

109. Methamphetamine Hydrochloride [vandf]

110. D02242

111. Methamphetamine Hydrochloride [orange Book]

112. Methamphetamine Hydrochloride Cii [usp-rs]

113. Methamphetamine Hydrochloride [usp Monograph]

114. Methyl-[(2s)-1-phenylpropan-2-yl]azanium;chloride

115. Q27116464

116. (+)-(s)-n,.alpha.-dimethylphenethylamine Hydrochloride

117. Benzeneethanamine, N,.alpha.-dimethyl-, Hydrochloride, (s)-

118. Benzeneethanamine, N,alpha-dimethyl-, Hydrochloride (1:1), (alphas)-

119. Methamphetamine Hydrochloride ((s)-(+)-methamphetamine Hydrochloride)

120. Methamphetamine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

121. (+)-methamphetamine Hydrochloride Solution, Analytical Standard, For Drug Analysis, 1.0 Mg/ml In Methanol

122. Methamphetamine Hydrochloride ((s)-(+)-methamphetamine Hydrochloride) 0.1 Mg/ml In Methanol (as Free Base)

123. Methamphetamine Hydrochloride ((s)-(+)-methamphetamine Hydrochloride) 1.0 Mg/ml In Methanol (as Free Base)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₆ClN
Molecular Weight	185.69 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	185.0971272 g/mol
Monoisotopic Mass	185.0971272 g/mol
Topological Polar Surface Area	12 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	95
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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	DESOXYN
Active Ingredient	METHAMPHETAMINE HYDROCHLORIDE
Company	RECORDATI RARE (Application Number: N005378)

2 of 2
Drug Name	METHAMPHETAMINE HYDROCHLORIDE
Active Ingredient	METHAMPHETAMINE HYDROCHLORIDE
Company	MAYNE PHARMA INC (Application Number: A091189); WEST-WARD PHARMS INT (Application Number: A203846)

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Dopamine Agents

Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)

Central Nervous System Stimulants

A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here. (See all compounds classified as Central Nervous System Stimulants.)

Dopamine Uptake Inhibitors

Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake. (See all compounds classified as Dopamine Uptake Inhibitors.)

Adrenergic Agents

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters. (See all compounds classified as Adrenergic Agents.)

Adrenergic Uptake Inhibitors

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Amphetamines [CS]; Appetite Suppression [PE]; Central Nervous System Stimulant [EPC]; Central Nervous System Stimulation [PE]; Increased Sympathetic Activity [PE]; Amphetamine Anorectic [EPC]