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    Synephrine

    ACTIVE PHARMA INGREDIENTS

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Oxedrine, 94-07-5, P-synephrine, Parasympatol, Sympaethamine, Sympatol
    Molecular Formula
    C9H13NO2
    Molecular Weight
    167.20  g/mol
    InChI Key
    YRCWQPVGYLYSOX-UHFFFAOYSA-N
    FDA UNII
    PEG5DP7434
    Sympathetic alpha-adrenergic agonist with actions like PHENYLEPHRINE. It is used as a vasoconstrictor in circulatory failure, asthma, nasal congestion, and glaucoma.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[1-hydroxy-2-(methylamino)ethyl]phenol
    2.1.2 InChI
    InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3
    2.1.3 InChI Key
    YRCWQPVGYLYSOX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNCC(C1=CC=C(C=C1)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    PEG5DP7434
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Oxedrine

    2. Sympaethamin

    3. Synephrin

    2.3.2 Depositor-Supplied Synonyms

    1. Oxedrine

    2. 94-07-5

    3. P-synephrine

    4. Parasympatol

    5. Sympaethamine

    6. Sympatol

    7. Analeptin

    8. Sympaethamin

    9. Synephrin

    10. Synthenate

    11. Simpalon

    12. (+/-)-synephrine

    13. Simpatol

    14. Ethaphene

    15. Sympathol

    16. Dl-synephrine

    17. P-oxedrine

    18. 4-(1-hydroxy-2-(methylamino)ethyl)phenol

    19. 4-[1-hydroxy-2-(methylamino)ethyl]phenol

    20. Synefrin

    21. Advantra Z

    22. 1-(4-hydroxyphenyl)-n-methylethanolamine

    23. (rs)-1-(4-hydroxyphenyl)-2-(methylamino)ethanol

    24. 1-(4-hydroxyphenyl)-2-methylaminoethanol

    25. Nsc 166285

    26. Chebi:29081

    27. S 38537-9

    28. Nsc-166285

    29. Nsc-170956

    30. Beta-methylamino-alpha-(4-hydroxyphenyl)ethyl Alcohol

    31. Peg5dp7434

    32. P-hydroxy-alpha-((methylamino)methyl)benzyl Alcohol

    33. 4-hydroxy-alpha-((methylamino)methyl)benzenemethanol

    34. Mfcd00002370

    35. Nsc166285

    36. Benzenemethanol, 4-hydroxy-.alpha.-[(methylamino)methyl]-

    37. Benzenemethanol, 4-hydroxy-a-[(methylamino)methyl]-, (ar)-

    38. 1-(4-hydroxyphenyl)-(2-methylamino)ethanol

    39. Wln: Qr Dyq1m1

    40. Dsstox_cid_10588

    41. Dsstox_rid_78850

    42. Synefrin [czech]

    43. Dsstox_gsid_30588

    44. P-hydroxy-alpha-[(methylamino)methyl]benzyl Alcohol

    45. Pentedrin [german]

    46. 4-hydroxy-alpha-[(methylamino)methyl]benzenemethanol

    47. P-((methylamino)ethanol)phenol

    48. P-[(methylamino)ethanol]phenol

    49. P-hydroxy-.alpha.-[(methylamino)methyl]benzyl Alcohol

    50. Parakorper [german]

    51. S-38537-9

    52. 1-(4-hydroxyphenyl)-2-(methylamino)ethanol

    53. .beta.-methylamino-.alpha.-(4-hydroxyphenyl)ethyl Alcohol

    54. Benzyl Alcohol, P-hydroxy-.alpha.-[(methylamino)methyl]-

    55. Parakorper

    56. P-hydroxyphenyl(methylamino)ethanol

    57. P-methylaminoethanolphenol

    58. Smr000059111

    59. Synepherine

    60. 1-(4-hydroxyphenyl)-(n-methylethanol)amine

    61. P-hydroxyphenylmethylaminoethanol

    62. Benzyl Alcohol, P-hydroxy-alpha-((methylamino)methyl)-, (-)-

    63. Oxedrine [inn:ban]

    64. ((methylamino)methyl)((4-hydroxyphenyl)carbinol)

    65. [(methylamino)methyl][(4-hydroxyphenyl)carbinol]

    66. Sr-01000002983

    67. P-hydroxy-.alpha.-[(methylamino)methyl]benzylalcohol

    68. Einecs 202-300-9

    69. (+-)-n-methyloctopamine

    70. Unii-peg5dp7434

    71. Methylaminomethyl(4-hydroxyphenyl)carbinol

    72. Benzenemethanol, 4-hydroxy-alpha-((methylamino)methyl)-

    73. Rac-synephrine

    74. Benzenemethanol, 4-hydroxy-.alpha.-((methylamino)methyl)-

    75. (y)-synephrine

    76. Synephrine,(s)

    77. Cas-94-07-5

    78. Ncgc00016351-01

    79. Oxedrine, Sympatol

    80. (?)-synephrine

    81. Oxedrine (ban)

    82. (+/-)synephrine

    83. (+,-)-synephrine

    84. Nsc 170956

    85. Synephrine (oxedrine)

    86. Synephrine - Oxedrine

    87. Alpha-(4-oxyphenyl)alpha-oxy-beta-methylaminoaethan [german]

    88. Synephrine [mi]

    89. Prestwick0_001088

    90. Prestwick1_001088

    91. Prestwick2_001088

    92. Prestwick3_001088

    93. (.+/-.)-synephrine

    94. Synephrine [inci]

    95. Oxedrine [mart.]

    96. Oxedrine [who-dd]

    97. Synephrine [usp-rs]

    98. 4-hydroxy-alpha-(methylaminomethyl)benzyl Alcohol

    99. Lopac0_001085

    100. (+/-)-oxedrine

    101. Bspbio_001136

    102. Alpha-(4-oxyphenyl)alpha-oxy-beta-methylaminoaethan

    103. Mls000069435

    104. Mls001424216

    105. Chembl33720

    106. Schembl146500

    107. Spbio_003028

    108. Synephrine, Analytical Standard

    109. (.+/-.)-n-methyloctopamine

    110. Bpbio1_001250

    111. Oxedrine [usp Impurity]

    112. Dtxsid0030588

    113. (+/-)-synephrine, >=98%

    114. Benzyl Alcohol, P-hydroxy-alpha-((methylamino)methyl)-

    115. Hms1571i18

    116. Hms2052g09

    117. Hms2098i18

    118. Hms2233f20

    119. Hms3263i12

    120. Hms3264e11

    121. Hms3369c13

    122. Hms3394g09

    123. Hms3656o09

    124. Hms3715i18

    125. Hms3884d15

    126. Pharmakon1600-01506085

    127. Albb-025740

    128. Hy-n0132

    129. Tox21_110390

    130. Tox21_200962

    131. Tox21_501085

    132. ( Inverted Question Mark)-synephrine

    133. Bbl015111

    134. Bdbm50102660

    135. Nsc170956

    136. Nsc759316

    137. Pdsp1_000167

    138. Pdsp2_000166

    139. S2362

    140. Stk803113

    141. Akos004119915

    142. Akos016038542

    143. Tox21_110390_1

    144. Ccg-101098

    145. Ccg-205162

    146. Db09203

    147. Ks-5152

    148. Lp01085

    149. Nc00348

    150. Nsc-759316

    151. Sdccgsbi-0051055.p003

    152. Ncgc00015924-03

    153. Ncgc00015924-04

    154. Ncgc00015924-05

    155. Ncgc00015924-06

    156. Ncgc00015924-08

    157. Ncgc00015924-09

    158. Ncgc00015924-12

    159. Ncgc00015924-13

    160. Ncgc00015924-25

    161. Ncgc00089788-02

    162. Ncgc00089788-03

    163. Ncgc00089788-04

    164. Ncgc00258515-01

    165. Ncgc00261770-01

    166. (+)-[(methylamino)methyl]-benzenemethano

    167. 4-(1-hydroxy-2-methylamino-ethyl)phenol

    168. Bp-12742

    169. Synephrine 100 Microg/ml In Acetonitrile

    170. Sbi-0051055.p002

    171. Ab00514040

    172. Cs-0007857

    173. Eu-0101085

    174. Ft-0618685

    175. Ft-0653012

    176. N1706

    177. S0232

    178. Sw197214-5

    179. 4-[1-hydroxy-2-(methylamino)ethyl]phenol #

    180. 4-hydroxy-a-(methylaminomethyl)benzyl Alcohol

    181. 94s075

    182. C04548

    183. D07148

    184. S 0752

    185. Ab00384265_11

    186. Q421351

    187. Q-100668

    188. Sr-01000002983-3

    189. Sr-01000002983-7

    190. Sr-01000002983-8

    191. W-100214

    192. 4-hydroxy-.alpha.-((methylamino)methyl)benzenemethanol

    193. 7336264b-edc9-42c5-939b-ff800ab5bb4a

    194. Benzenemethanol, 4-hydroxy-alpha-[(methylamino)methyl]-, 2,3-dihydroxybutanedioate (1:1) (salt)

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 167.20 g/mol
    Molecular Formula C9H13NO2
    XLogP3-0.6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass167.094628657 g/mol
    Monoisotopic Mass167.094628657 g/mol
    Topological Polar Surface Area52.5 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity122
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Adrenergic alpha-Agonists

    Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)

    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.)

    Vasoconstrictor Agents

    Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

    Nasal Decongestants

    Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993) (See all compounds classified as Nasal Decongestants.)

    4.2 ATC Code

    C - Cardiovascular system

    C01 - Cardiac therapy

    C01C - Cardiac stimulants excl. cardiac glycosides

    C01CA - Adrenergic and dopaminergic agents

    C01CA08 - Oxedrine

    S - Sensory organs

    S01 - Ophthalmologicals

    S01G - Decongestants and antiallergics

    S01GA - Sympathomimetics used as decongestants

    S01GA06 - Oxedrine