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Details

Stereochemistry ABSOLUTE
Molecular Formula C49H55NO14S
Molecular Weight 914.024
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BMS-184476

SMILES

[H][C@]12[C@H](OC(=O)C3=CC=CC=C3)[C@]4(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)C5=CC=CC=C5)C6=CC=CC=C6)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@H](C[C@H]7OC[C@@]27OC(C)=O)OCSC)C4(C)C

InChI

InChIKey=UBJAHGAUPNGZFF-XOVTVWCYSA-N
InChI=1S/C49H55NO14S/c1-27-33(62-45(57)38(53)37(30-17-11-8-12-18-30)50-43(55)31-19-13-9-14-20-31)24-49(58)42(63-44(56)32-21-15-10-16-22-32)40-47(6,41(54)39(61-28(2)51)36(27)46(49,4)5)34(60-26-65-7)23-35-48(40,25-59-35)64-29(3)52/h8-22,33-35,37-40,42,53,58H,23-26H2,1-7H3,(H,50,55)/t33-,34-,35+,37-,38+,39+,40-,42-,47+,48-,49+/m0/s1

HIDE SMILES / InChI

Molecular Formula C49H55NO14S
Molecular Weight 914.024
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Bristol-Myers Squibb developed BMS-184476 for the potential treatment of solid tumors. BMS-184476 participated in phase II clinical trials for patients with non-small-cell lung cancer, breast, and ovarian cancers. However, that development has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Preclinical antitumor activity of two novel taxanes.
2001
Synthesis and antitumor activity of novel C-7 paclitaxel ethers: discovery of BMS-184476.
2001 Dec 20
Phase II trial of the novel taxane BMS-184476 as second-line in non-small-cell lung cancer.
2005 Apr

Sample Use Guides

Fifty-six previously treated advanced NSCLC patients received BMS-184476 at a dose of 60 mg/m(2) administered intravenously over 1 h every 21 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:55:34 GMT 2023
Edited
by admin
on Fri Dec 15 15:55:34 GMT 2023
Record UNII
3811W2NBZ8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BMS-184476
Common Name English
PACLITAXEL-7-METHYLTHIOMETHYL ETHER
Common Name English
7-O-((METHYLTHIO)METHYL)PACLITAXEL
Common Name English
7-METHYLTHIOMETHYLPACLITAXEL
WHO-DD  
Common Name English
7-((METHYLTHIO)METHYL)PACLITAXEL
Common Name English
7-methylthiomethylpaclitaxel [WHO-DD]
Common Name English
PACLITAXEL, 7-((METHYLTHIO)METHYL)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67437
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
NCI_THESAURUS C1490
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
Code System Code Type Description
FDA UNII
3811W2NBZ8
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
CAS
160237-25-2
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
MESH
C426424
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
DRUG BANK
DB12633
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID30873340
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
PUBCHEM
6918461
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
NCI_THESAURUS
C1843
Created by admin on Fri Dec 15 15:55:34 GMT 2023 , Edited by admin on Fri Dec 15 15:55:34 GMT 2023
PRIMARY
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ACTIVE MOIETY