5,12-Naphthacenedione,10-[[3-(3-cyano-4-morpholinyl)-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-,(8S,10S)-

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Names

[ CAS No. ]:
88254-07-3

[ Name ]:
5,12-Naphthacenedione,10-[[3-(3-cyano-4-morpholinyl)-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-,(8S,10S)-

[Synonym ]:
5,12-Naphthacenedione, 10-[[3-(3-cyano-4-morpholinyl)-2,3,6-trideoxy-.α.- L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11- trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
MRA-CN
3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin
cyanomorpholino-doxorubicin
3'-Deamino-3'-(3-cyano-4-morpholinyl)adriamycin

Chemical & Physical Properties

[ Density]:
1.59g/cm3

[ Boiling Point ]:
899.2ºC at 760 mmHg

[ Molecular Formula ]:
C32H34N2O12

[ Molecular Weight ]:
638.61900

[ Flash Point ]:
497.6ºC

[ Exact Mass ]:
638.21100

[ PSA ]:
216.31000

[ LogP ]:
0.20488

[ Index of Refraction ]:
1.697

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QI9405000
CHEMICAL NAME :
5,12-Naphthacenedione, 7,8,9,10-tetrahydro-10-((3-(3-cyanomorpholino)-2,3,6- trideoxy- alpha-L-lyxo-hexopyranosyl)oxy)-8-(hydroxyacetyl)-1-m ethoxy-6,8,11-trihydr oxy-, (8s-cis)-
CAS REGISTRY NUMBER :
88254-07-3
LAST UPDATED :
199612
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C32-H34-N2-O12
MOLECULAR WEIGHT :
638.68

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10 ug/kg
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
30 ng/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 44,5599,1984

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 2-(2-oxoethoxy)acetaldehyde
  • Doxorubicin Hydrochloride
  • Acetonitrile

DownStream

Related Compounds

  • 2H-2,7a-Methanoindolo[2,3-a]quinolizine-13-carboxylic acid, 3-ethylidene-1,3,4,6,7,12b-hexahydro-, methyl ester, (2R,3E,5S,7aR,12bS,13R)-
  • 2-(Benzyloxyethoxy)-5-bromopyridine
  • 2-(Cyanomethyl)thiophene-3-carbonitrile
  • 4-(2-Methoxyphenyl)spiro[furan-2(3H),1a(2)(3a(2)H)-isobenzofuran]-3,3a(2)-dione
  • 1-Benzyl-4-ethynylpiperidine
  • 3-Methyl-1-o-tolylpiperazine
  • 3-Ethyl-1-(3-methoxyphenyl)piperazine
  • 4-(4-Bromophenyl)butan-2-ol
  • N-(2-Bromo-4-methylphenyl)-4-nitrobenzenemethanamine
  • 1-Chloro-4-(1,1-dimethylethoxy)pentane
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