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(S)-Salsolidine

Names

[ CAS No. ]:
493-48-1

[ Name ]:
(S)-Salsolidine

[Synonym ]:
rac-salsolidine
6,7-DIMETHOXY-1-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE
1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline
1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Biological Activity

[Description]:

(S)-Salsolidine is a weak monoamine oxidase (MAO) inhibitor (Ki=63 μM). The R enantiomer of Salsolidine is more potent than the S form (Ki=26 μM)[1].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase
Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite


[In Vitro]

Salsolidine is a dopamine-derived tetrahydroisoquinoline-alkaloid which possesses an asymmetric center at C-1 and exists as R and S enantiomers[1].

[References]

[1]. Dostert P, et al. Dopamine-derived alkaloids in alcoholism and in Parkinson's and Huntington's diseases. J Neural Transm. 1988;74(2):61-74.

Chemical & Physical Properties

[ Density]:
1.034g/cm3

[ Boiling Point ]:
313.4ºC at 760mmHg

[ Molecular Formula ]:
C12H17NO2

[ Molecular Weight ]:
207.27

[ Flash Point ]:
127.1ºC

[ Exact Mass ]:
207.12600

[ PSA ]:
30.49000

[ LogP ]:
2.23930

[ Vapour Pressure ]:
0.000496mmHg at 25°C

[ Index of Refraction ]:
1.509

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NX5018500
CHEMICAL NAME :
Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-
CAS REGISTRY NUMBER :
493-48-1
LAST UPDATED :
199312
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H17-N-O2
MOLECULAR WEIGHT :
207.30
WISWESSER LINE NOTATION :
T66 CMT&J B1 HO1 IO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RPTOAN Russian Pharmacology and Toxicology (English Translation). Translation of FATOAO. (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey, UK) V.30- 1967- Volume(issue)/page/year: 41,249,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KHFZAN Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1967- Volume(issue)/page/year: 15(2),54,1981

Precursor & DownStream

Precursor

DownStream

Related Compounds