Larotaxel

Modify Date: 2024-01-12 18:19:57

Larotaxel Structure
Larotaxel structure
Common Name Larotaxel
CAS Number 156294-36-9 Molecular Weight 831.901
Density 1.4±0.1 g/cm3 Boiling Point 889.3±65.0 °C at 760 mmHg
Molecular Formula C45H53NO14 Melting Point N/A
MSDS N/A Flash Point 491.7±34.3 °C

 Use of Larotaxel


Larotaxel (XRP9881) is a taxane analogue with preclinical activity against taxane-resistant breast cancer. Larotaxel (XRP9881) exerts its cytotoxic effect by promoting tubulin assembly and stabilizing microtubules, ultimately leading to cell death by apoptosis. It presents the ability to cross the blood brain barrier and has a much lower affinity for P-glycoprotein 1 than Docetaxel[1][2][3].

 Names

Name (3ξ,5β,7β,10β)-4,10-Diacetoxy-1-hydroxy-13-{[(3S)-2-hydroxy-3-({[ (2-methyl-2-propanyl)oxy]carbonyl}amino)-3-phenylpropanoyl]oxy}-9 -oxo-5,20-epoxy-7,19-cyclotax-11-en-2-yl benzoate
Synonym More Synonyms

 Larotaxel Biological Activity

Description Larotaxel (XRP9881) is a taxane analogue with preclinical activity against taxane-resistant breast cancer. Larotaxel (XRP9881) exerts its cytotoxic effect by promoting tubulin assembly and stabilizing microtubules, ultimately leading to cell death by apoptosis. It presents the ability to cross the blood brain barrier and has a much lower affinity for P-glycoprotein 1 than Docetaxel[1][2][3].
Related Catalog
References

[1]. Diéras V, et al. Phase II multicenter study of larotaxel (XRP9881), a novel taxoid, in patients with metastatic breast cancer who previously received taxane-based therapy. Ann Oncol. 2008 Jul;19(7):1255-60.

[2]. Morris PG, et al. Novel anti-tubulin cytotoxic agents for breast cancer. Expert Rev Anticancer Ther. 2009 Feb;9(2):175-85.

[3]. Zatloukal P, et al. Randomized multicenter phase II study of larotaxel (XRP9881) in combination with cisplatin or gemcitabine as first-line chemotherapy in nonirradiable stage IIIB or stage IV non-small cell lung cancer. J Thorac Oncol. 2008 Aug;3(8):894-901.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 889.3±65.0 °C at 760 mmHg
Molecular Formula C45H53NO14
Molecular Weight 831.901
Flash Point 491.7±34.3 °C
Exact Mass 831.346619
PSA 213.78000
LogP 7.06
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.613

 Synthetic Route

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Larotaxel Structure

Larotaxel

CAS#:156294-36-9

Literature: US2012/149925 A1, ; Page/Page column 17 ;

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Larotaxel Structure

Larotaxel

CAS#:156294-36-9

Literature: US2012/149925 A1, ;

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Larotaxel Structure

Larotaxel

CAS#:156294-36-9

Literature: US2012/149925 A1, ;

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Larotaxel Structure

Larotaxel

CAS#:156294-36-9

Literature: US2012/149925 A1, ;

 Synonyms

acetylcyclopropyl docetaxel
Valiolamine hydrate
Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (1S,2S,4S,7R,8aR,9aS,10aR,12aS,12bR)-7,12a-bis(acetyloxy)-1-(benzoyloxy)-1,3,4,7,8,9,9a,10,10a,12,12a,12b-dodecahydro- 2-hydroxy-5,13,13-trimethyl-8-oxo-2,6-methano-2H-cyclodeca[3,4]cyclopropa[4,5]benz[1,2-b]oxet-4-yl ester, (αR,βS)-
Valinolamine
valiolamine
acetocyclopropyl taxotere
(2α,5β,7β,10β,13α)-4,10-Diacetoxy-1-hydroxy-13-{[(2R,3S)-2-hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxy-7,19-cyclotax-11-en-2-yl benzo 
ate
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