Pirarubicin
Names
[ CAS No. ]:
72496-41-4
[ Name ]:
Pirarubicin
[Synonym ]:
[8S-[8a,10a(S*)]]-10-[[3-Amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-a-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
Pinorubicin
(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranoside
Therarubicin
Tepirubicin
5,12-Naphthacenedione, 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-, (8S,10S)-
4'-O-Tetrahydropyranyl Doxorubicin
Pirabucin
(8S,10S)-10-((3-Amino-2,3,6-trideoxy-4-O-(2R-tetrahydro-2H-pyran-2-yl)-α-L-lyxo-hexopyranosyl)oxy)-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione
THP-Adriamycin
MFCD00869742
(1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranoside
1609rb
(2''R)-4'-O-Tetrahydropyranyladriamycin
(8S,10S)-10-[[3-Amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-a-L-lyxo-hexopyranosyl]oxy]-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,1-naphthacenedione
Theprubicin
1609-RB
Therarubiein
THP-ADM
4'-O-Tetrahydropyranyladriamycin
(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranoside
Biological Activity
[Description]:
[Related Catalog]:
[Target]
Topoisomerase II
[In Vitro]
[In Vivo]
[Cell Assay]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
1.5±0.1 g/cm3
[ Boiling Point ]:
834.7±65.0 °C at 760 mmHg
[ Melting Point ]:
188-192ºC (dec.)
[ Molecular Formula ]:
C32H37NO12
[ Molecular Weight ]:
627.636
[ Flash Point ]:
458.6±34.3 °C
[ Exact Mass ]:
627.231567
[ PSA ]:
204.30000
[ LogP ]:
3.85
[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C
[ Index of Refraction ]:
1.671
[ Storage condition ]:
2-8°C
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- QI9296000
- CHEMICAL NAME :
- 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-tr ihydroxy-8-(hydroxyac etyl)-1-methoxy-, (8S-cis)-
- CAS REGISTRY NUMBER :
- 72496-41-4
- LAST UPDATED :
- 199512
- DATA ITEMS CITED :
- 7
- MOLECULAR FORMULA :
- C32-H37-N-O12
- MOLECULAR WEIGHT :
- 627.70
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 27800 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 14 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
MUTATION DATA
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Rodent - mouse Lymphocyte
- DOSE/DURATION :
- 230 ug/L
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 36,312,1983
Safety Information
[ Hazard Codes ]:
Xi
[ Risk Phrases ]:
36/37/38
[ Safety Phrases ]:
S26-S37/39
[ RIDADR ]:
NONH for all modes of transport
[ RTECS ]:
QI9296000
Articles
Cancer Sci. 106(3) , 270-8, (2015)
Previously, we prepared a pirarubicin (THP)-encapsulated micellar drug using styrene-maleic acid copolymer (SMA) as the drug carrier, in which active THP was non-covalently encapsulated. We have now d...
Co-delivery of Pirarubicin and Paclitaxel by Human Serum Albumin Nanoparticles to Enhance Antitumor Effect and Reduce Systemic Toxicity in Breast Cancers.Mol. Pharm. 12 , 4085-98, (2015)
In our study, we aimed to develop a codelivery nanoparticulate system of pirarubicin (THP) and paclitaxel (PTX) (Co-AN) using human serum albumin to improve the therapeutic effect and reduce systemic ...
Porphyrin-adsorbed Allograft Bone: A Photoactive, Antibiofilm Surface.Clin. Orthop. Relat. Res. 473 , 2865-73, (2015)
Allograft bone is commonly used to augment bone stock. Unfortunately, allograft is prone to bacterial contamination and current antimicrobial therapies are inadequate. Photoactivated porphyrins combat...