ChemicalBook--->CAS DataBase List--->72496-41-4

72496-41-4

72496-41-4 Structure

72496-41-4 Structure
IdentificationBack Directory
[Name]

Pirarubicin
[CAS]

72496-41-4
[Synonyms]

1609rb
THP-ADM
Pirabucin
Pinorubicin
THEPRUBICIN
PIRARUBICIN
Tepirubicin
Therarubiein
Therarubicin
THP-adriamycin
Pirarubicin(BICINS)
PIRARUBICIN HYDROCHLORIDE
Pirarubicin(THP-AdriaMycin)
(8s-cis)-droxyacetyl)-1-methoxy
4’-o-tetrahydropyranyladriamycin
4’-o-tetrahydropyranyldoxorubicin
5,12-naphthacenedione,10-((3-amino-2,3,6-trideoxy-4-o-(tetrahydro-2h-pyran-2-y
l)-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hy
(8S)-10-[(2S,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxy-oxan-2-yl]oxy-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione
(8S,10S)-10-[(2S,4S,5S,6S)-4-Amino-6-methyl-5-[(2S)-oxan-2-yl]oxy-oxan-2-yl]oxy-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione
(8S)-10α-[[3-Amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8β-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
(8S,10S)-10α-[[3-Amino-4-O-(tetrahydro-2H-pyran-2-yl)-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8β-hydroxyacetyl-1-methoxy-5,12-naphthacenedione
(8S,10S)-10-[[3-Amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
(8S,10S)-10-[[3-Amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
5,12-Naphthacenedione, 10-3-amino-2,3,6-trideoxy-4-O-(2R)-tetrahydro-2H-pyran-2-yl-.alpha.-L-lyxo-hexopyranosyloxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)-
5,12-Naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
(7S,9S)-7-((2R,4S,5S,6S)-4-amino-6-methyl-5-((R)-tetrahydro-2H-pyran-2-yloxy)-tetrahydro-2H-pyran-2-yloxy)-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
[Molecular Formula]

C32H37NO12
[MDL Number]

MFCD00869742
[MOL File]

72496-41-4.mol
[Molecular Weight]

627.64
Chemical PropertiesBack Directory
[Appearance]

Red Solid
[Melting point ]

188-192°C (dec.)
[alpha ]

D25 +175 ±25° (c = 0.2 in CHCl3)
[Boiling point ]

834.7±65.0 °C(Predicted)
[density ]

1.51±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

ethanol: soluble25mg/mL
[form ]

powder
[pka]

7.35±0.60(Predicted)
[color ]

Orange to Red
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Chemical Properties]

Red Solid
[Usage]

Structural analog of Doxorubicin. Antineoplastic
[Description]

Pirarubicin is a new anthracycline anticancer agent structurally related to doxorubicin. In acute leukemia, non-Hodgkin’s lymphoma, breast and ovariail carcinoma, pirarubicin is reportedly superior to doxorubicin and better tolerated. Its major side-effect appears to be myelosuppression, mainly in the form of leucopenia, which is potentially dose-limiting.
[Originator]

Meiji Seika (Japan)
[Uses]

Structural analog of Doxorubicin. Antineoplastic
[Definition]

ChEBI: (7S,9S)-7-[[(2R,4S,5S,6S)-4-amino-6-methyl-5-[[(2R)-2-oxanyl]oxy]-2-oxanyl]oxy]-6,9,11-trihydroxy-9-(2-hydroxy-1-oxoethyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione is an anthracycline.
[Brand name]

Pinorubicin; Therarubucin
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39
[WGK Germany ]

3
[RTECS ]

QI9296000
[Toxicity]

LD50 i.v. in mice: 27.8 mg/kg (Umezawa, 1979)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Silica gel-->Tetrahydropyran-->Doxorubicin hydrochloride-->Adriamycin
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Pirarubicin(72496-41-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Pirarubicin(72496-41-4)MS
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