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    Chemistry

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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
    Methamphetamine Hydrochloride
    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 Weight 185.69 g/mol
    Molecular Formula C10H16ClN
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count3
    Exact Mass185.0971272 g/mol
    Monoisotopic Mass185.0971272 g/mol
    Topological Polar Surface Area12 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity95
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameDESOXYN
    Active IngredientMETHAMPHETAMINE HYDROCHLORIDE
    CompanyRECORDATI RARE (Application Number: N005378)

    2 of 2  
    Drug NameMETHAMPHETAMINE HYDROCHLORIDE
    Active IngredientMETHAMPHETAMINE HYDROCHLORIDE
    CompanyMAYNE 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]

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