Acetamide,N-[(7S)-10-amino-5,6,7,9-tetrahydro-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-

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Names

[ CAS No. ]:
3123-89-5

[ Name ]:
Acetamide,N-[(7S)-10-amino-5,6,7,9-tetrahydro-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-

[Synonym ]:
Colchicine amide
Colchicein-amid
Colchicamide
Colchiceinamide
Colchicamide (VAN)
(S)--7-Acetylamino-10-amino-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-on
N-((S)-10-amino-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
14-Aminocolchicide
10-demethoxy-10-N-aminocolchicine
Colchicamid
SKF 3192
Colchicenamide
Colchicide,14-amino
N-((S)-10-Amino-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamid

Chemical & Physical Properties

[ Density]:
1.28g/cm3

[ Boiling Point ]:
722.2ºC at 760 mmHg

[ Molecular Formula ]:
C21H24N2O5

[ Molecular Weight ]:
384.42600

[ Flash Point ]:
390.6ºC

[ Exact Mass ]:
384.16900

[ PSA ]:
99.88000

[ LogP ]:
3.41730

[ Index of Refraction ]:
1.61

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GH0710000
CHEMICAL NAME :
Colchicine, 10-amino-10-demethoxy-
CAS REGISTRY NUMBER :
3123-89-5
BEILSTEIN REFERENCE NO. :
2824077
LAST UPDATED :
199703
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C21-H24-N2-O5
MOLECULAR WEIGHT :
384.47
WISWESSER LINE NOTATION :
L B677 MV&T&J CO1 DO1 EO1 JMV1 NZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
29600 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 20,284,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
33500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 98,236,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
43 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Gastrointestinal - hypermotility, diarrhea
REFERENCE :
PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 20,284,1957
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
8900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEXPBL Archiv fuer Experimentelle Pathologie und Pharmakologie. (Leipzig, Ger. Dem. Rep.) V.1-109, 1873-1925. For publisher information, see NSAPCC. Volume(issue)/page/year: 85,235,1920
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
160 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEXPBL Archiv fuer Experimentelle Pathologie und Pharmakologie. (Leipzig, Ger. Dem. Rep.) V.1-109, 1873-1925. For publisher information, see NSAPCC. Volume(issue)/page/year: 85,235,1920 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
12 mg/kg/24D-I
TOXIC EFFECTS :
Gastrointestinal - alteration in gastric secretion Gastrointestinal - nausea or vomiting Blood - changes in bone marrow (not otherwise specified)
REFERENCE :
CMJODS Chinese Medical Journal (Beijing, English Edition). (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year: 93,188,1980

Synthetic Route

Precursor & DownStream

Precursor

  • Colchicine
  • Ammonia

DownStream


Related Compounds

  • 3-(5-Fluoro-3-pyridinyl)-3-pyrrolidinol
  • 2-Chloro-4-(ethylthio)-1-iodo-benzene
  • [1-(cyclobutylmethyl)-1H-pyrazol-4-yl]methanamine
  • [4-(tert-Butyl-dimethyl-silyloxy)-phenyl]-[6-(4-nitro-phenoxy)-pyrimidin-4-yl]-amine
  • 1-[(5-Bromothiophen-2-yl)methyl]-1,3-diazaspiro[4.4]nonane-2,4-dione
  • 3-((3-Cyano-6-methylpyridin-2-yl)amino)-N-propylpropanamide
  • 3-[(1-Methoxypropan-2-yl)oxy]-2-methylpropane-1-sulfonyl chloride
  • 1-Propanesulfonamide, 3-[[5-amino-6-(1-methylethoxy)-2-pyridinyl]amino]-
  • Pyrido[2,3-d]pyrimidine-3(2H)-acetamide, 1,4-dihydro-1-methyl-2,4-dioxo-N-[4-(2-phenyldiazenyl)phenyl]-7-(trifluoromethyl)-
  • 4-(dimethylamino)-N-(2,2,2-trifluoroethyl)benzamide
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