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2731-16-0

Basic Information
CAS No.: 2731-16-0
Name: Thiocolciran
Article Data: 17
Molecular Structure:
Molecular Structure of 2731-16-0 (Thiocolciran)
Formula: C20H23 N O4 S
Molecular Weight: 373.473
Synonyms: Benzo[a]heptalen-9(5H)-one,7-amino-6,7-dihydro-1,2,3-trimethoxy-10-(methylthio)-, (S)-; Colchicine,N-deacetyl-10-thio- (6CI,7CI,8CI); (-)-Thiodeacetylcolchicine;N-Deacetyl-10-thiocolchicine; N-Deacetylthiocolchicine;N-Desacetylthiocolchicine; NSC 9170; PKH 147; Thio-Colciran
Density: 1.27g/cm3
Melting Point: 198 °C
Boiling Point: 631.6°Cat760mmHg
Flash Point: 335.8°C
Safety: Poison by ingestion, intraperitoneal, intravenous, intramuscular, parenteral and intracerebral routes. An experimental teratogen. Human systemic effects by intravenous route: hypermotility, diarrhea, nausea, vomiting, and leukopenia (reduced white blood cell count). When heated to decomposition it emits very toxic fumes of NOx and SOx. See also COLCHICINE.
PSA: 96.08000
LogP: 4.10780
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    2731-16-0

    Benzo[a]heptalen-9(5H)-one,7-amino-6,7-dihydro-1,2,3-trimethoxy-10-(methylthio)-, (7S)-

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  • (7S)-7-amino-1,2,3-trimethoxy-10-methylsulfanyl-6,7-dihydro-5H-benzo[a]heptalen-9-one

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    2731-16-0

    (7S)-7-amino-1,2,3-trimethoxy-10-methylsulfanyl-6,7-dihydro-5H-benzo[a]heptalen-9-one

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    Thiocolciran

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    factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

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Chemistry

IUPAC Name: (7S)-7-amino-1,2,3-trimethoxy-10-methylsulfanyl-6,7-dihydro-5H-benzo[a]heptalen-9-one 
Empirical Formula: C20H23NO4S
Molecular Weight: 373.4659g/mol
Index of Refraction: 1.624
Molar Refractivity: 103.46 cm3
Molar Volume: 292.7 cm
3 Polarizability: 41.01×10-24cm3
Surface Tension: 54.7 dyne/cm
Density: 1.27 g/cm3
Flash Point: 335.8 °C
Enthalpy of Vaporization: 93.4 kJ/mol
Boiling Point: 631.6 °C at 760 mmHg
Vapour Pressure: 7.33E-16 mmHg at 25°C
Canonical SMILES: COC1=C(C(=C2C(=C1)CCC(C3=CC(=O)C(=CC=C32)SC)N)OC)OC
Isomeric SMILES: COC1=C(C(=C2C(=C1)CC[C@@H](C3=CC(=O)C(=CC=C32)SC)N)OC)OC
InChI: InChI=1S/C20H23NO4S/c1-23-16-9-11-5-7-14(21)13-10-15(22)17(26-4)8-6-12(13)18(11)20(25-3)19(16)24-2/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1
InChIKey: NUNCOHUMTCDISK-AWEZNQCLSA-N
Structure of N-Deacetylthiocolchicine (CAS NO.2731-16-0):

Toxicity Data With Reference

1.    

ivn-mky TDLo:6 mg/kg (13-14W preg):TER

    ACEDAB    Acta Endocrinologica, Supplementum. 166 (1972),435.
2.    

ivn-hmn TDLo:71 µg/kg/D:GIT,BLD

    BAFEAG    Bulletin de lAssociation Francaise pour lEtude du Cancer. 42 (1955),308.
3.    

ipr-rat LD50:175 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 98 (1958),479.
4.    

ims-rat LD50:37 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine . 98 (Academic Press,New York, NY.: )1958,479.
5.    

ice-rat LDLo:2 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 109 (1957),386.
6.    

par-rat LDLo:2000 µg/kg

    FRPSAX    Farmaco, Edizione Scientifica. 15 (1960),533.
7.    

orl-mus LD50:50 mg/kg

    BAFEAG    Bulletin de lAssociation Francaise pour lEtude du Cancer. 42 (1955),308.
8.    

ipr-mus LD50:66 mg/kg

    JMCMAR    Journal of Medicinal Chemistry. 24 (1981),636.
9.    

ivn-mus LD50:80 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 107 (1956),150.

Safety Profile

Poison by ingestion, intraperitoneal, intravenous, intramuscular, parenteral and intracerebral routes. An experimental teratogen. Human systemic effects by intravenous route: hypermotility, diarrhea, nausea, vomiting, and leukopenia (reduced white blood cell count). When heated to decomposition it emits very toxic fumes of NOx and SOx. See also COLCHICINE.

Specification

  N-Deacetylthiocolchicine , its cas register number is 2731-16-0. It also can be called 4-14-00-00954 (Beilstein Handbook Reference) ; BRN 2822164 ; Benzo(a)heptalen-9(5H)-one, 7-amino-6,7-dihydro-1,2,3-trimethoxy-10-(methylthio)-, (S)- ; 
 Colchicine, N-deacetyl-10-demethoxy-10-methylthio- ; Colchicine, N-deacetyl-thio- ; Corps R. 261 ; 
 Deacetylthiocolchicine ; N-Deacetyl-10-demethoxy-10-methylthiocolchicine ; N-Deacetylmethylthiocolchicine ; NSC 9170 ; R 261 ; Thiolcolciran . N-Deacetylthiocolchicine (CAS NO.2731-16-0) will cause diarrhea, nausea, vomiting, and leukopenia. When heated to decomposition it emits very toxic fumes of NOx and SOx.