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Lurbinectedin
[CAS# 497871-47-3]

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Identification
Classification API >> Inhibitor drug
Name Lurbinectedin
Synonyms PM 01183;PM 1183;Tryptamicidin;Zepsyre;Zepzelca;(1'R,6R,6aR,7R,13S,14S,16R)-5-(acetyloxy)-2',3',4',6,6a,7,9',13,14,16-decahydro-8,14-dihydroxy-6',9-dimethoxy-4,10,23-trimethyl-Spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'-[1H]pyrido[3,4-b]indol]-19-one (9CI)
Molecular Structure CAS # 497871-47-3, Lurbinectedin, PM 01183,PM 1183,Tryptamicidin,Zepsyre,Zepzelca,(1'R,6R,6aR,7R,13S,14S,16R)-5-(acetyloxy)-2',3',4',6,6a,7,9',13,14,16-decahydro-8,14-dihydroxy-6',9-dimethoxy-4,10,23-trimethyl-Spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'-[1H]pyrido[3,4-b]indol]-19-one (9CI)
Molecular Formula C41H44N4O10S
Molecular Weight 784.87
CAS Registry Number 497871-47-3
EC Number 881-505-0
SMILES CC1=CC2=C([C@@H]3[C@@H]4[C@H]5C6=C(C(=C7C(=C6[C@@H](N4[C@H]([C@H](C2)N3C)O)COC(=O)[C@@]8(CS5)C9=C(CCN8)C2=C(N9)C=CC(=C2)OC)OCO7)C)OC(=O)C)C(=C1OC)O
Properties
Solubility Sparingly Soluble (2.4E-3 g/L) (25 ºC), Calc.*
Density 1.55±0.1 g/cm3 (20 ºC 760 Torr), Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2021 ACD/Labs)
Safety Data
Hazard Symbols symbol   GHS07:GHS09 Warning    Details
Hazard Statements H302-H400-H410    Details
Precautionary Statements P264-P270-P273-P301+P317-P330-P391-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Acute toxicityAcute Tox.4H302
Acute hazardous to the aquatic environmentAquatic Acute1H400
up Discovory and Applicatios
Lurbinectedin, also known as PM01183, was discovered through a systematic screening process of chemical compounds derived from marine organisms. It was isolated from the Caribbean sea squirt, Ecteinascidia turbinata, by Spanish scientists. The discovery team was led by Dr. Jos� Manuel Molina-Guijarro and Dr. Carlos Mar�a Galmarini from PharmaMar, a Spanish biopharmaceutical company. Lurbinectedin showed promising anti-cancer activity in preclinical studies, particularly against solid tumors.

Lurbinectedin has shown efficacy in treating various types of solid tumors, including small-cell lung cancer and ovarian cancer, by inhibiting RNA polymerase II. It disrupts transcription and DNA repair mechanisms in cancer cells, leading to their death. Lurbinectedin has been granted orphan drug designation by the FDA for the treatment of small-cell lung cancer and has received accelerated approval for metastatic small-cell lung cancer in combination with doxorubicin. Clinical trials are underway to explore its potential in treating other types of cancers.
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