VINEPIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1C[C@@H]2CN(C1)CCC3=C(NC4=C3C=CC=C4)[C@@](C2)(C(=O)OC)C5=C(OC)C=C6N(C=O)[C@@H]7[C@]8(CCN9CC=C[C@](CC)([C@@H]89)[C@@H](OC(C)=O)[C@]7(O)C(=O)OC)C6=C5

InChI

InChIKey=KLFUUCHXSFIPMH-LMQWBHQESA-N

InChI=1S/C46H56N4O9/c1-7-28-20-29-23-45(41(53)57-5,37-31(14-18-48(24-28)25-29)30-12-9-10-13-34(30)47-37)33-21-32-35(22-36(33)56-4)50(26-51)39-44(32)16-19-49-17-11-15-43(8-2,38(44)49)40(59-27(3)52)46(39,55)42(54)58-6/h9-13,15,21-22,26,28-29,38-40,47,55H,7-8,14,16-20,23-25H2,1-6H3/t28-,29-,38-,39+,40+,43+,44+,45-,46-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3986806 | Brossi Arnold, Suffness Matthew, The Alkaloids: Antitumor Bisindole Alkaloids from Catharanthus roseus (L.), p. 190, retrieved from:https://books.google.ru/books?id=EcrtXS98DLoC&pg=PA190&lpg=PA190&dq=VINEPIDINE&source=bl&ots=e86Vcx4c24&sig=ACfU3U1CJyzl_lf70nu-Tebn0ZUu_r2WIg&hl=ru&sa=X&ved=2ahUKEwjCkY3NpKvjAhVH06YKHSL4A284ChDoATAAegQIBxAB#v=onepage&q=VINEPIDINE&f=false

Vinepidine, a derivative of vincristine participated in clinical trials as an antineoplastic agent. As a result, the extreme neuromuscular toxicity was observed, that is why this study was discontinued.

Approval Year

PubMed

Title	Date	PubMed
Vinca alkaloids inhibit conversion of arachidonic acid to thromboxane by human platelet microsomes: comparison with other microtubule-active drugs.	1987-10-17	3117116
Studies with 4'-deoxyepivincristine (vinepidine), a semisynthetic vinca alkaloid.	1985-06-01	4004913
Comparison of the effects of vinblastine, vincristine, vindesine, and vinepidine on microtubule dynamics and cell proliferation in vitro.	1985-06	3986806

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:37:00 GMT 2025` Edited by `admin` on `Mon Mar 31 18:37:00 GMT 2025`
Record UNII	W3375J6V0Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

VINEPIDINE

Official Name

English

(4'S)-4'-DEOXYLEUROCRISTINE

Preferred Name

English

vinepidine [INN]

Common Name

English

VINCALEUKOBLASTINE, 4'-DEOXY-22-OXO-, (4'.ALPHA.)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C932