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    Chemistry

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    Also known as: 60142-96-3, Neurontin, 1-(aminomethyl)cyclohexaneacetic acid, Gabapentine, Aclonium, 2-[1-(aminomethyl)cyclohexyl]acetic acid
    Molecular Formula
    C9H17NO2
    Molecular Weight
    171.24  g/mol
    InChI Key
    UGJMXCAKCUNAIE-UHFFFAOYSA-N
    FDA UNII
    6CW7F3G59X
    Gabapentin
    A cyclohexane-gamma-aminobutyric acid derivative that is used for the treatment of PARTIAL SEIZURES; NEURALGIA; and RESTLESS LEGS SYNDROME.
    Gabapentin is an Anti-epileptic Agent. The physiologic effect of gabapentin is by means of Decreased Central Nervous System Disorganized Electrical Activity.
    1 2D Structure

    Gabapentin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[1-(aminomethyl)cyclohexyl]acetic acid
    2.1.2 InChI
    InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
    2.1.3 InChI Key
    UGJMXCAKCUNAIE-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CCC(CC1)(CC(=O)O)CN
    2.2 Other Identifiers
    2.2.1 UNII
    6CW7F3G59X
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(aminomethyl)cyclohexaneacetic Acid

    2. Apo Gabapentin

    3. Apo-gabapentin

    4. Apogabapentin

    5. Convalis

    6. Gabapentin Hexal

    7. Gabapentin Ratiopharm

    8. Gabapentin Stada

    9. Gabapentin-ratiopharm

    10. Neurontin

    11. Novo Gabapentin

    12. Novo-gabapentin

    13. Novogabapentin

    14. Pms-gabapentin

    2.3.2 Depositor-Supplied Synonyms

    1. 60142-96-3

    2. Neurontin

    3. 1-(aminomethyl)cyclohexaneacetic Acid

    4. Gabapentine

    5. Aclonium

    6. 2-[1-(aminomethyl)cyclohexyl]acetic Acid

    7. Gabapetin

    8. Gabapentinum

    9. 2-(1-(aminomethyl)cyclohexyl)acetic Acid

    10. Cyclohexaneacetic Acid, 1-(aminomethyl)-

    11. Fanatrex

    12. Gabapentino

    13. Gralise

    14. Serada

    15. [1-(aminomethyl)cyclohexyl]acetic Acid

    16. (1-aminomethyl-cyclohexyl)-acetic Acid

    17. Goe-3450

    18. Gabapentina

    19. Go 3450

    20. Ci-945

    21. C9h17no2

    22. Dm-1796

    23. Goe 2450

    24. Goe 3450

    25. Ci 945

    26. 1-(aminomethyl)-cyclohexaneacetic Acid

    27. Gabarone

    28. Dm-5689

    29. Chembl940

    30. Nsc-742194

    31. Gabapentin; Neurontin

    32. 6cw7f3g59x

    33. Chebi:42797

    34. Gabapentino [spanish]

    35. Nsc-759254

    36. Gabapentine [inn-french]

    37. Gabapentinum [inn-latin]

    38. Ncgc00015466-08

    39. Gabapen

    40. Dsstox_cid_74

    41. Gabapentino [inn-spanish]

    42. Vultin

    43. Cas-60142-96-3

    44. Gabapentin Gr

    45. Dsstox_rid_75350

    46. Dsstox_gsid_20074

    47. Gbn

    48. Gabapentinium

    49. Gabapentin (neurontin)

    50. Neuontin

    51. Sefelsa

    52. Therapentin-90

    53. Neurontin (tn)

    54. Ccris 7210

    55. Hsdb 7364

    56. Sr-01000000019

    57. Einecs 262-076-3

    58. Mfcd00865286

    59. Brn 2359739

    60. Unii-6cw7f3g59x

    61. Neurentin

    62. Gabapentin-er

    63. Novo-gabapentine

    64. Gabapentin, Solid

    65. Gabapentin [usan:usp:inn:ban]

    66. Gabapentin Solution

    67. Dds-2003

    68. Prestwick_151

    69. 1-(aminomethyl)cyclohexaneaceticacid

    70. Gralise (tn)

    71. Carbatin

    72. Gabapetine

    73. Tocris-0806

    74. Gabapentin [mi]

    75. Lopac-g-154

    76. Gabapentin [inn]

    77. Gabapentin [jan]

    78. Prestwick0_000861

    79. Prestwick1_000861

    80. Prestwick2_000861

    81. Prestwick3_000861

    82. Gabapentin [hsdb]

    83. Gabapentin [usan]

    84. G-154

    85. Gabapentin [vandf]

    86. Gabapentin [mart.]

    87. Schembl8343

    88. Gabapentin [usp-rs]

    89. Gabapentin [who-dd]

    90. Lopac0_000582

    91. Bspbio_000901

    92. Gabapentin (jan/usp/inn)

    93. Mls000069358

    94. Bidd:gt0656

    95. Spbio_002822

    96. Bpbio1_000993

    97. Gtpl5483

    98. Zinc4949

    99. Dtxsid0020074

    100. Gabapentin [ep Impurity]

    101. Gabapentin [orange Book]

    102. Gabapentin [ep Monograph]

    103. Gabapentin [usp Monograph]

    104. Hms1570n03

    105. Hms2089j03

    106. Hms2097n03

    107. Hms2236o03

    108. Hms3261f06

    109. Hms3650a20

    110. Hms3714n03

    111. 1-aminomethyl Cyclohexaneacetic Acid

    112. 1-aminomethylcyclohexane Acetic Acid

    113. Act03340

    114. Bcp25698

    115. Hy-a0057

    116. 1-(aminomethyl)cyclohexanacetic Acid

    117. Tox21_110157

    118. Tox21_500582

    119. Bbl010794

    120. Bdbm50080153

    121. Nsc742194

    122. S2133

    123. Stk598009

    124. 1-(aminomethyl)cyclohexyl-acetic Acid

    125. 1-amino Methyl Cyclohexane-acetic Acid

    126. Akos000280865

    127. Tox21_110157_1

    128. 1-aminomethyl-1cyclohexane-acetic Acid

    129. Ab07485

    130. Ac-1485

    131. Ccg-204671

    132. Cs-1545

    133. Db00996

    134. Ks-1064

    135. Lp00582

    136. Nsc 742194

    137. Nsc 759254

    138. Sdccgsbi-0050564.p002

    139. 1-aminomethyl-1-cyclohexane-acetic Acid

    140. Ncgc00015466-01

    141. Ncgc00015466-02

    142. Ncgc00015466-03

    143. Ncgc00015466-04

    144. Ncgc00015466-05

    145. Ncgc00015466-06

    146. Ncgc00015466-07

    147. Ncgc00015466-09

    148. Ncgc00015466-11

    149. Ncgc00015466-27

    150. Ncgc00016891-01

    151. Ncgc00021545-02

    152. Ncgc00021545-04

    153. Ncgc00021545-05

    154. Ncgc00261267-01

    155. Smr000058311

    156. Sbi-0206904.p001

    157. Am20070538

    158. Eu-0100582

    159. Ft-0626586

    160. Ft-0668920

    161. G0318

    162. En300-52516

    163. 42g963

    164. C07018

    165. D00332

    166. Gabapentin 100 Microg/ml In Acetonitrile:methanol

    167. L000733

    168. Q410352

    169. Sr-01000000019-2

    170. Sr-01000000019-6

    171. Sr-01000000019-11

    172. Z1258578343

    173. Gabapentin, European Pharmacopoeia (ep) Reference Standard

    174. Gabapentin, United States Pharmacopeia (usp) Reference Standard

    175. Gabapentin, Pharmaceutical Secondary Standard; Certified Reference Material

    176. Gabapentin Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

    177. Gabapentin Solution, 10 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 171.24 g/mol
    Molecular Formula C9H17NO2
    XLogP3-1.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass171.125928785 g/mol
    Monoisotopic Mass171.125928785 g/mol
    Topological Polar Surface Area63.3 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity162
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameGabapentin
    PubMed HealthGabapentin (By mouth)
    Drug ClassesAnticonvulsant, Neuropathic Pain Agent
    Drug LabelGabapentin tablets USP are an anticonvulsant for oral administration. Gabapentin USP is described as 1-(aminomethyl)cyclohexaneacetic acid. Gabapentin USP is a white to off-white crystalline solid with a pKa1 of 3.7 and a pKa2 of 10.7. It is freely s...
    Active IngredientGabapentin
    Dosage FormTablet; Capsule; Solution
    Routeoral; Oral
    Strength600mg; 250mg/5ml; 800mg; 400mg; 300mg; 100mg
    Market StatusTentative Approval; Prescription
    CompanyAmneal Pharms; Mylan Pharms; Ranbaxy; Marksans Pharma; Apotex; Alkem; Aurobindo Pharma; Sun Pharm Inds; Taro; Invagen Pharms; Hikma Pharms; Hikma; Amneal Pharms Ny; Glenmark Generics; Ivax Sub Teva Pharms; Actavis Elizabeth; Teva Pharms; Hi Tech Pharma; A

    2 of 6  
    Drug NameGralise
    PubMed HealthGabapentin (By mouth)
    Drug ClassesAnticonvulsant, Neuropathic Pain Agent
    Drug LabelGabapentin is 1-(aminomethyl)cyclohexaneacetic acid; -amino-2-cyclohexyl-butyric acid with a molecular formula of C9H17NO2 and a molecular weight of 171.24.The structural formula is:Gabapentin is a white to off-white crystalline solid with a pKa1 o...
    Active IngredientGabapentin
    Dosage FormTablet
    RouteOral
    Strength600mg; 300mg
    Market StatusPrescription
    CompanyDepomed

    3 of 6  
    Drug NameNeurontin
    Drug LabelNeurontin (gabapentin) Capsules, Neurontin (gabapentin) Tablets, and Neurontin (gabapentin) Oral Solution are supplied as imprinted hard shell capsules containing 100 mg, 300 mg, and 400 mg of gabapentin, elliptical film-coated tablets containi...
    Active IngredientGabapentin
    Dosage FormTablet; Capsule; Solution
    Routeoral; Oral
    Strength600mg; 250mg/5ml; 800mg; 400mg; 300mg; 100mg; 0.0
    Market StatusPrescription
    CompanyPfizer Pharms; Parke Davis

    4 of 6  
    Drug NameGabapentin
    PubMed HealthGabapentin (By mouth)
    Drug ClassesAnticonvulsant, Neuropathic Pain Agent
    Drug LabelGabapentin tablets USP are an anticonvulsant for oral administration. Gabapentin USP is described as 1-(aminomethyl)cyclohexaneacetic acid. Gabapentin USP is a white to off-white crystalline solid with a pKa1 of 3.7 and a pKa2 of 10.7. It is freely s...
    Active IngredientGabapentin
    Dosage FormTablet; Capsule; Solution
    Routeoral; Oral
    Strength600mg; 250mg/5ml; 800mg; 400mg; 300mg; 100mg
    Market StatusTentative Approval; Prescription
    CompanyAmneal Pharms; Mylan Pharms; Ranbaxy; Marksans Pharma; Apotex; Alkem; Aurobindo Pharma; Sun Pharm Inds; Taro; Invagen Pharms; Hikma Pharms; Hikma; Amneal Pharms Ny; Glenmark Generics; Ivax Sub Teva Pharms; Actavis Elizabeth; Teva Pharms; Hi Tech Pharma; A

    5 of 6  
    Drug NameGralise
    PubMed HealthGabapentin (By mouth)
    Drug ClassesAnticonvulsant, Neuropathic Pain Agent
    Drug LabelGabapentin is 1-(aminomethyl)cyclohexaneacetic acid; -amino-2-cyclohexyl-butyric acid with a molecular formula of C9H17NO2 and a molecular weight of 171.24.The structural formula is:Gabapentin is a white to off-white crystalline solid with a pKa1 o...
    Active IngredientGabapentin
    Dosage FormTablet
    RouteOral
    Strength600mg; 300mg
    Market StatusPrescription
    CompanyDepomed

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    6 of 6