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Details

Stereochemistry ABSOLUTE
Molecular Formula C51H72N5O10P.H2O4S
Molecular Weight 1044.197
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINFOSILTINE SULFATE

SMILES

OS(O)(=O)=O.[H][C@@]12N3CC[C@@]14C5=C(C=C(OC)C(=C5)[C@]6(C[C@@]7([H])CN(C[C@](O)(CC)C7)CCC8=C6NC9=C8C=CC=C9)C(=O)OC)N(C)[C@@]4([H])[C@](O)([C@H](O)[C@]2(CC)C=CC3)C(=O)N[C@H](C(C)C)P(=O)(OCC)OCC

InChI

InChIKey=BZUUMJJIORUJAU-DVQOEFLDSA-N
InChI=1S/C51H72N5O10P.H2O4S/c1-10-47(60)27-32-28-50(46(59)64-9,40-34(19-23-55(29-32)30-47)33-17-14-15-18-37(33)52-40)36-25-35-38(26-39(36)63-8)54(7)43-49(35)21-24-56-22-16-20-48(11-2,42(49)56)44(57)51(43,61)45(58)53-41(31(5)6)67(62,65-12-3)66-13-4;1-5(2,3)4/h14-18,20,25-26,31-32,41-44,52,57,60-61H,10-13,19,21-24,27-30H2,1-9H3,(H,53,58);(H2,1,2,3,4)/t32-,41-,42-,43+,44+,47-,48+,49+,50-,51-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C51H72N5O10P
Molecular Weight 946.1186
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Vinfosiltine (also known as S 12363) was developed as a vinca alkaloid derivative. It is known that vinca alkaloids are widely used in the medical treatment of breast cancer. Vinfosiltine participated in the phase II clinical trial to treat the patients with advanced breast cancer. The results have shown that the drug didn’t have significant single-agent activity. As a result, the development of vinfosiltine was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of the time-schedule dependency for the cytotoxic activity of the new vinca alkaloid derivative, S 12363 (vinfosiltine).
1993
Phase II study of a new vinca alkaloid derivative, S12363, in advanced breast cancer.
1995

Sample Use Guides

a randomization was performed between two schedules with the same dose intensity, that is, 0.3 mg/m2 given weekly or 0.6 mg/m2 given every 2 weeks
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:11:41 GMT 2023
Edited
by admin
on Sat Dec 16 16:11:41 GMT 2023
Record UNII
JT6020N64H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINFOSILTINE SULFATE
Common Name English
VINCALEUKOBLASTINE, O4-DEACETYL-3-DE(METHOXYCARBONYL)-3-(((1-(DIETHOXYPHOSPHINYL)-2-METHYLPROPYL)AMINO)CARBONYL)-, (3(S))-, SULFATE (1:1) (SALT)
Systematic Name English
S 12363
Code English
S-12363
Code English
S12363
Code English
Code System Code Type Description
FDA UNII
JT6020N64H
Created by admin on Sat Dec 16 16:11:41 GMT 2023 , Edited by admin on Sat Dec 16 16:11:41 GMT 2023
PRIMARY
PUBCHEM
154572898
Created by admin on Sat Dec 16 16:11:41 GMT 2023 , Edited by admin on Sat Dec 16 16:11:41 GMT 2023
PRIMARY
CAS
123286-01-1
Created by admin on Sat Dec 16 16:11:41 GMT 2023 , Edited by admin on Sat Dec 16 16:11:41 GMT 2023
NON-SPECIFIC STOICHIOMETRY
EPA CompTox
DTXSID201031335
Created by admin on Sat Dec 16 16:11:41 GMT 2023 , Edited by admin on Sat Dec 16 16:11:41 GMT 2023
PRIMARY
CAS
142102-11-2
Created by admin on Sat Dec 16 16:11:41 GMT 2023 , Edited by admin on Sat Dec 16 16:11:41 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY