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Salsoline information


Salsoline

(±)-Salsoline
Names
IUPAC name
6-Hydroxy-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
Identifiers
CAS Number
  • (±): 76419-97-1
  • (R)-(+): 101467-40-7
  • (S)-(–): 89-31-6 checkY
3D model (JSmol)
  • (±): Interactive image
  • (S)-(–): Interactive image
PubChem CID
  • (±): 46695
  • (R)-(+): 40010
  • (S)-(–): 442356
UNII
  • (R)-(+): 9Q83ETU10C
  • (S)-(–): T246JT0V8K checkY
InChI
  • (S)-(–): InChI=1S/C11H15NO2/c1-7-9-6-11(14-2)10(13)5-8(9)3-4-12-7/h5-7,12-13H,3-4H2,1-2H3
SMILES
  • (±): CC1C2=CC(=C(C=C2CCN1)O)OC
  • (S)-(–): C[C@H]1NCCC2=CC(O)=C(C=C12)OC
Properties
Chemical formula
C11H15NO2
Molar mass 193.246 g·mol−1
Appearance White or almost white crystalline powder
Density 1.106 g/cm3
Melting point 217-219 °C
Solubility Soluble in chloroform; slightly soluble in water, benzene
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
May cause allergic reaction. Avoid contact with eyes
  • May cause eye irritation
  • May cause allergic reaction. May cause skin irritation
  • May be harmful if swallowed
  • May cause irritation of respiratory tract
Flash point 157.4 °C (315.3 °F; 430.5 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Salsoline is a tetrahydroisoquinoline alkaloid found in some plants of the genus Salsola. Salsoline is the monomethylated metabolite of salsolinol which has been thought to contribute to Parkinson's disease.[medical citation needed] Also, this has been tied to the neuropathology of chronic alcoholism.[1]

  1. ^ Borg, S.; Kvande, H.; Magnuson, E.; Sjöqvist, B. (October 1980). "Salsolinol and Salsoline in Cerebrospinal Lumbar Fluid of Alcoholic Patients". Acta Psychiatrica Scandinavica. 62: 171–177. doi:10.1111/j.1600-0447.1980.tb08064.x. PMID 6935920. S2CID 33979452.

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Salsoline

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Salsoline is a tetrahydroisoquinoline alkaloid found in some plants of the genus Salsola. Salsoline is the monomethylated metabolite of salsolinol which...

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Alkaloid

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Tyrosine or phenylalanine → dopamine or tyramine (for alkaloids Amarillis) Salsoline, lophocerine Derivatives of 1- and 3-isoquinolines N-methylcoridaldine...

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Tetrahydroisoquinoline

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Rommelspacher, H. (1999). "Effect of ethanol on (R)- and (S)-salsolinol, salsoline, and THP in the nucleus accumbens of AA and ANA rats". Alcohol (Fayetteville...

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Bobbitt reaction

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preparation of some alkaloids such as carnegine, lophocerine, salsolidine, and salsoline. Pomeranz–Fritsch reaction Wang, Zerong (2009). Comprehensive organic...

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Salsola melitensis

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antiquity. Salsola species additionally produce useful biochemicals. The salsoline and salsolidine found in the leaves, flowers and fruits of Salsola species...

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