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    Ebselen

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
    $ API Ref.Price (USD/KG) : 19,011Xls

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    2D Structure
    Also known as: 60940-34-3, 2-phenyl-1,2-benzisoselenazol-3(2h)-one, 2-phenylbenzo[d][1,2]selenazol-3(2h)-one, Ebselenum, 2-phenyl-1,2-benzoselenazol-3-one, Spi-1005
    Molecular Formula
    C13H9NOSe
    Molecular Weight
    274.19  g/mol
    InChI Key
    DYEFUKCXAQOFHX-UHFFFAOYSA-N
    FDA UNII
    40X2P7DPGH
    Ebselen is a organoselenium compound with anti-inflammatory, anti-oxidant and cytoprotective activity. Ebselen acts as a glutathione peroxidase mimetic and is thereby able to prevent cellular damage induced by reactive oxygen species (ROS). In addition, this agent inhibits the activity of a variety of enzymes including nitric oxide synthase (NOS), 5-lipoxygenase, cyclooxygenase, protein kinase C (PKC), NADPH oxidase and gastric H+/K+-ATPase. Furthermore, ebselen may be neuroprotective due to its ability to neutralize free radicals upon NMDA receptor activation thus, reducing lipoperoxidation mediated by glutamate-induced excitotoxicity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-phenyl-1,2-benzoselenazol-3-one
    2.1.2 InChI
    InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H
    2.1.3 InChI Key
    DYEFUKCXAQOFHX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3[Se]2
    2.2 Other Identifiers
    2.2.1 UNII
    40X2P7DPGH
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-phenyl-1,2-benzoisoselenazol-3(2h)-one

    2. 2-phenylbenzoisoselenazol-3(2h)-one

    3. Dr 3305

    4. Dr-3305

    5. Dr3305

    6. Pz 51

    7. Pz-51

    8. Rp 60931

    9. Spi 1005

    10. Spi-1005

    11. Spi1005

    2.3.2 Depositor-Supplied Synonyms

    1. 60940-34-3

    2. 2-phenyl-1,2-benzisoselenazol-3(2h)-one

    3. 2-phenylbenzo[d][1,2]selenazol-3(2h)-one

    4. Ebselenum

    5. 2-phenyl-1,2-benzoselenazol-3-one

    6. Spi-1005

    7. Ebselene

    8. Ebseleno

    9. Ebselen [inn]

    10. Ebselene [french]

    11. Ebselenum [latin]

    12. Harmokisane

    13. Ebseleno [spanish]

    14. Pz 51

    15. Dr-3305

    16. Pz-51

    17. Pz51

    18. Mls000028488

    19. Dr3305

    20. Ccris 3714

    21. 1,2-benzisoselenazol-3(2h)-one, 2-phenyl-

    22. 2-phenyl-1,2-benzisoselenazolin-3-one

    23. Smr000058445

    24. Unii-40x2p7dpgh

    25. 2-phenyl-1,2-benzoisoselenazol-3(2h)-one

    26. Chembl51085

    27. Nsc 639762

    28. Prestwick_1057

    29. Spi-3005

    30. Prestwick0_000740

    31. Prestwick1_000740

    32. Prestwick2_000740

    33. Prestwick3_000740

    34. Spectrum2_001441

    35. Spectrum3_000799

    36. Spectrum4_000445

    37. Spectrum5_001713

    38. Lopac-e-3520

    39. Mfcd00210937

    40. Nsc639762

    41. Nsc-639762

    42. Nsc-757883

    43. 40x2p7dpgh

    44. Lopac0_000541

    45. Ncgc00015412-06

    46. Bspbio_000700

    47. Bspbio_001342

    48. Bspbio_002538

    49. Cpd000058445

    50. Kbiogr_000062

    51. Kbiogr_000830

    52. Kbioss_000062

    53. Divk1c_000951

    54. Spbio_001301

    55. Spbio_002639

    56. Cas-60940-34-3

    57. Mls001148646

    58. Bpbio1_000770

    59. Bcbcmap01_000149

    60. Chebi:77543

    61. Hms502p13

    62. Kbio1_000951

    63. Kbio2_000062

    64. Kbio2_002630

    65. Kbio2_005198

    66. Kbio3_000123

    67. Kbio3_000124

    68. Kbio3_001758

    69. Ninds_000951

    70. E 3520

    71. Bio2_000062

    72. Bio2_000542

    73. Hms1361d04

    74. Hms1570c22

    75. Hms1791d04

    76. Hms1989d04

    77. Hms2052n09

    78. Ccg-39161

    79. Ac-1124

    80. C13h9nose

    81. Idi1_000951

    82. Idi1_033812

    83. Qtl1_000035

    84. Ncgc00015412-01

    85. Ncgc00015412-02

    86. Ncgc00015412-03

    87. Ncgc00015412-13

    88. Ncgc00024072-03

    89. Ncgc00024072-04

    90. Ncgc00024072-05

    91. Ncgc00178610-01

    92. Ncgc00178610-02

    93. Ncgc00178610-03

    94. Ab00053217

    95. Eu-0100541

    96. Mls-0003066.0001

    97. Brd-k29359156-001-06-1

    98. Dr 3305

    99. Rp 60931

    100. Sr-01000003081

    101. Ac1l1fdw

    102. Cid3194

    103. Spi1005

    104. Ebselen (c5)

    105. Nchembio.109-comp1

    106. 2-phenyl-1,2-benzoselenazol-3(2h)-one

    107. Ls-33527

    108. Sam001247071

    109. Ebselen [jan]

    110. Ebselen [mi]

    111. Ebselen [mart.]

    112. Opera_id_1643

    113. Ebselen [who-dd]

    114. Ebselen, Cysteine Modifier

    115. Cid_3194

    116. Dsstox_cid_25150

    117. Dsstox_rid_80704

    118. C042986

    119. Dsstox_gsid_45150

    120. Schembl33829

    121. Mls001424261

    122. Mls006010108

    123. E3520_sigma

    124. I09-1611

    125. Dtxsid7045150

    126. Bdbm34233

    127. Gtpl10583

    128. Hms2097c22

    129. Hms2235a11

    130. Hms3394n09

    131. Hms3402d04

    132. Hms3649o05

    133. Hms3714c22

    134. Hms3873n13

    135. Kuc112559n

    136. Pharmakon1600-01501188

    137. Bcp17134

    138. Ex-a1447

    139. Spi-1005;pz-51

    140. Tox21_110140

    141. 2-phenyl-benzo[d]isoselenazol-3-one

    142. Dap001372

    143. Nsc757883

    144. S6676

    145. Akos015898841

    146. Cs-5534

    147. Db12610

    148. Lp00541

    149. Nc00431

    150. Sdccgsbi-0050524.p004

    151. Ksc-325-014

    152. Ncgc00015412-04

    153. Ncgc00015412-05

    154. Ncgc00015412-07

    155. Ncgc00015412-08

    156. Ncgc00015412-09

    157. Ncgc00015412-10

    158. Ncgc00015412-11

    159. Ncgc00015412-12

    160. Ncgc00015412-21

    161. Phenyl-1,2-benzisoselenazol-3(2h)-one

    162. 2-phenyl-1,2-benzisoselazol-3(2h)-one

    163. Hy-13750

    164. Sy052687

    165. Sbi-0050524.p003

    166. 2-phenyl-1,2-benzisoselenazole-3(2h)-one

    167. Db-072873

    168. 2-phenyl-1,2-benzoisoselenazole-3(2h)-one

    169. E0946

    170. Ft-0759332

    171. 2-phenyl-1,2-benzoisoselenazole-3-(2h)-one

    172. 2-phenyl-benzo[d]isoselenazol-3-one(ebselen)

    173. C75847

    174. Ab00053217_25

    175. 940e343

    176. A868855

    177. Q5332073

    178. Sr-01000003081-2

    179. Sr-01000003081-7

    180. Sr-01000003081-8

    181. Brd-k29359156-001-23-6

    182. Sr-01000003081-10

    183. Sr-01000003081-14

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 274.19 g/mol
    Molecular Formula C13H9NOSe
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count1
    Exact Mass274.98494 g/mol
    Monoisotopic Mass274.98494 g/mol
    Topological Polar Surface Area20.3 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity275
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    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.)

    Antioxidants

    Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

    Cyclooxygenase Inhibitors

    Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)

    Neuroprotective Agents

    Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)