Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C9H13N3O4S.H2O |
Molecular Weight | 277.298 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.NC1=NC(=O)N(C=C1)[C@@H]2S[C@H](CO)[C@@H](O)[C@@H]2O
InChI
InChIKey=WZNQMDRAAPUYQI-JBMRGDGGSA-N
InChI=1S/C9H13N3O4S.H2O/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);1H2/t4-,6-,7+,8-;/m1./s1
Molecular Formula | H2O |
Molecular Weight | 18.0153 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C9H13N3O4S |
Molecular Weight | 259.282 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Thiarabine (also known as OSI-7836) is a new-generation deoxycytidine nucleoside analog with potent anticancer activity. As with other nucleoside analogs, Thiarabine is a prodrug and requires intracellular phosphorylation by deoxycytidine kinase to the active form (Thiarabine-triphosphate), which then competes with deoxycytidine for incorporation into DNA resulting in cell death. In xenograft studies using lung, colon, pancreatic, breast, and melanoma models, Thiarabine shows superior antitumor activity in most of these tumors, particularly in lung and pancreatic models, compared with gemcitabine, cisplatin, and paclitaxel. Thiarabine seems to be less schedule dependent than gemcitabine, showing antitumor activity with a variety of schedules in preclinical studies. In clinical trials, Thiarabine administration was associated with excessive fatigue, and despite changes in its schedule and duration of administration.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT01139151
Starting dose 70 mg/m^2 IV over 1 hour (±15 minutes) daily x 3
Route of Administration:
Intravenous
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:14:27 GMT 2023
by
admin
on
Fri Dec 15 16:14:27 GMT 2023
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Record UNII |
330BCY70IG
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Record Status |
Validated (UNII)
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Record Version |
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-
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100000175241
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72941979
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330BCY70IG
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1060763-85-0
Created by
admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
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Related Record | Type | Details | ||
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ANHYDROUS->SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |