Thiocolchicine analog

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Names

[ CAS No. ]:
87424-26-8

[ Name ]:
Thiocolchicine analog

[Synonym ]:
N-((S)-2-hydroxy-1,3-dimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-((S)-2-Hydroxy-1,3-dimethoxy-10-methylmercapto-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamid
2-Demethyl Thiocolchicine
COLCHICINE,O(sup 2)-DEMETHYL-10-THIO
(S)-7-Acetylamino-2-hydroxy-1,3-dimethoxy-10-methylmercapto-6,7-dihydro-5H-benzo[a]heptalen-9-on
O(sup 2)-Demethyl-10-thiocolchicine

Chemical & Physical Properties

[ Density]:
1.33g/cm3

[ Boiling Point ]:
766.8ºC at 760 mmHg

[ Melting Point ]:
218-220ºC

[ Molecular Formula ]:
C21H23NO5S

[ Molecular Weight ]:
401.47600

[ Flash Point ]:
417.6ºC

[ Exact Mass ]:
401.13000

[ PSA ]:
110.16000

[ LogP ]:
3.67280

[ Index of Refraction ]:
1.636

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0882000
CHEMICAL NAME :
Colchicine, O(sup 2)-demethyl-10-thio-
CAS REGISTRY NUMBER :
87424-26-8
BEILSTEIN REFERENCE NO. :
3176298
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H23-N-O5-S
MOLECULAR WEIGHT :
401.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intracerebral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
25 ug/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 109,386,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 109,386,1957

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Thiocolchicine
  • 2,3-didemethylthiocolchicine
  • (Trimethylsilyl)diazomethane

DownStream

Related Compounds

  • Thiocolchicine-d3
  • Thiocolchicine
  • thiocolchicine
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