VINLEUROSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12O[C@@]1(CC)C[N@]3C[C@@H]2C[C@@](C(=O)OC)(C4=C(CC3)C5=CC=CC=C5N4)C6=CC7=C(C=C6OC)N(C)[C@]8([H])[C@]79CCN%10CC=C[C@@](CC)([C@@H](OC(C)=O)[C@]8(O)C(=O)OC)[C@@]9%10[H]

InChI

InChIKey=LPGWZGMPDKDHEP-NVDFJPPOSA-N

InChI=1S/C46H56N4O9/c1-8-42-16-12-18-50-20-17-44(37(42)50)30-21-31(34(55-5)22-33(30)48(4)38(44)46(54,41(53)57-7)39(42)58-26(3)51)45(40(52)56-6)23-27-24-49(25-43(9-2)36(27)59-43)19-15-29-28-13-10-11-14-32(28)47-35(29)45/h10-14,16,21-22,27,36-39,47,54H,8-9,15,17-20,23-25H2,1-7H3/t27-,36+,37-,38+,39+,42+,43-,44+,45-,46-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5908742 | Sartorelli Alan C., Johns David G., Antineoplastic and Immunosuppressive Agents, V. 2, p. 671, retrieved from: https://books.google.ru/books?id=aU_oCAAAQBAJ&pg=PA671&lpg=PA671&dq=VINLEUROSINE+trial&source=bl&ots=_-X5LwNs1R&sig=ACfU3U3ypCpTTRwcwZjB90ptMDkp_HjZDg&hl=ru&sa=X&ved=2ahUKEwjq8Nuuy6zjAhUT7KYKHUXnBRoQ6AEwBXoECAgQAQ#v=onepage&q=VINLEUROSINE%20trial&f=false

Vinleurosine is a vinca alkaloid found in species of Catharanthus. This compound was studied as an anticancer agent and participated in clinical trials. However, the drug was more toxic and unpredictable in effect in comparison with vinblastine. Its further development was discontinued.

Approval Year

PubMed

Title	Date	PubMed
Clinical trial of vinleurosine sulfate (NSC-90636): a new drug derived from Vinca rosea Linn.	1966 Jan-Feb	5908742
Biochemical effects of the Vinca alkaloids. IV. Studies with vinleurosine.	1969 Jan	5780988
A reduction in energy-dependent amino acid transport by microtubular inhibitors in Ehrlich ascites tumor cells.	1975 Oct	1194361

Patents

Name

Type

Language

VINLEUROSINE

Official Name

English

NSC-528004

Code

English

VINORELBINE TARTRATE IMPURITY E [EP IMPURITY]

Common Name

English

VINCALEUKOBLASTINE, 4'-DEOXY-3',4'-EPOXY-, (3'.ALPHA.,4'.ALPHA.)-

Common Name

English

VINCRISTINE SULFATE IMPURITY F [EP IMPURITY]

Common Name

English

4-DEOXY-3.ALPHA.,4.ALPHA.-EPOXYVINCALEUKOBLASTINE

Systematic Name

English

LEUROSINE

Common Name

English

VINLEUROSINE [HSDB]

Common Name

English

LEUROSINE [EP IMPURITY]

Common Name

English

vinleurosine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C932