fbpx
Wikipedia

Pirarubicin

Pirarubicin (INN) is an anthracycline drug. An analogue of the anthracycline antineoplastic antibiotic doxorubicin. Pirarubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair and RNA and protein synthesis. This agent is less cardiotoxic than doxorubicin and exhibits activity against some doxorubicin-resistant cell lines.[1]

Pirarubicin
Clinical data
Other names(9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • (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
CAS Number
  • 72496-41-4 Y
PubChem CID
  • 3033521
ChemSpider
  • 2298189 N
UNII
  • D58G680W0G
KEGG
  • D01885 Y
ChEMBL
  • ChEMBL1398373 N
CompTox Dashboard (EPA)
  • DTXSID2046755
Chemical and physical data
FormulaC32H37NO12
Molar mass627.643 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point188 to 192 °C (370 to 378 °F) (decomposes)
  • C[C@H]1[C@H]([C@H](C[C@@H](O1)OC2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O[C@@H]6CCCCO6
  • InChI=1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19?,21+,22-,31+,32-/m0/s1 N
  • Key:KMSKQZKKOZQFFG-YHKVCKOMSA-N N
 NY (what is this?)  (verify)

References

  1. ^ Miller AA, Salewski E (1994). "Prospects for pirarubicin". Medical and Pediatric Oncology. 22 (4): 261–8. doi:10.1002/mpo.2950220410. PMID 8107658.


pirarubicin, anthracycline, drug, analogue, anthracycline, antineoplastic, antibiotic, doxorubicin, intercalates, into, interacts, with, topoisomerase, thereby, inhibiting, replication, repair, protein, synthesis, this, agent, less, cardiotoxic, than, doxorubi. Pirarubicin INN is an anthracycline drug An analogue of the anthracycline antineoplastic antibiotic doxorubicin Pirarubicin intercalates into DNA and interacts with topoisomerase II thereby inhibiting DNA replication and repair and RNA and protein synthesis This agent is less cardiotoxic than doxorubicin and exhibits activity against some doxorubicin resistant cell lines 1 PirarubicinClinical dataOther names 9S 7 2R 4S 5S 6S 4 amino 6 methyl 5 2R oxan 2 yl oxyoxan 2 yl oxy 6 9 11 trihydroxy 9 2 hydroxyacetyl 4 methoxy 8 10 dihydro 7H tetracene 5 12 dioneAHFS Drugs comInternational Drug NamesATC codeL01DB08 WHO Legal statusLegal statusIn general Prescription only IdentifiersIUPAC name 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 a L lyxo hexopyranosideCAS Number72496 41 4 YPubChem CID3033521ChemSpider2298189 NUNIID58G680W0GKEGGD01885 YChEMBLChEMBL1398373 NCompTox Dashboard EPA DTXSID2046755Chemical and physical dataFormulaC 32H 37N O 12Molar mass627 643 g mol 13D model JSmol Interactive imageMelting point188 to 192 C 370 to 378 F decomposes SMILES C C H 1 C H C H C C H O1 OC2C C CC3 C C4 C C C23 O C O C5 C C4 O C CC C5OC O C O CO O N O C H 6CCCCO6InChI InChI 1S C32H37NO12 c1 14 31 45 21 8 3 4 9 42 21 17 33 10 22 43 14 44 19 12 32 40 20 35 13 34 11 16 24 19 30 39 26 25 28 16 37 27 36 15 6 5 7 18 41 2 23 15 29 26 38 h5 7 14 17 19 21 22 31 34 37 39 40H 3 4 8 13 33H2 1 2H3 t14 17 19 21 22 31 32 m0 s1 NKey KMSKQZKKOZQFFG YHKVCKOMSA N N N Y what is this verify References Edit Miller AA Salewski E 1994 Prospects for pirarubicin Medical and Pediatric Oncology 22 4 261 8 doi 10 1002 mpo 2950220410 PMID 8107658 This antineoplastic or immunomodulatory drug article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Pirarubicin amp oldid 1047715532, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.