N-Trifluoroacetyldoxorubicin

Modify Date: 2025-09-11 13:09:46

N-Trifluoroacetyldoxorubicin Structure
N-Trifluoroacetyldoxorubicin structure
 Common Name N-Trifluoroacetyldoxorubicin
CAS Number 26295-56-7 Molecular Weight 639.52700
Density 1.66g/cm3 Boiling Point 855.4ºC at 760 mmHg
Molecular Formula C29H28F3NO12 Melting Point N/A
MSDS N/A Flash Point 471.1ºC

 Use of N-Trifluoroacetyldoxorubicin


N-Trifluoroacetyladriamycin is a metabolite of valrubicin. Valrubicin (N-trifluoroacetyladriamycin-14-valerate, trade name Valstar) is a chemotherapy drug used to treat bladder cancer. Valrubicin is a semisynthetic analog of the anthracycline doxorubicin, and is administered by infusion directly into the bladder. It was originally launched as Valstar in the U.S.

 Names

Name N-Trifluoroacetyldoxorubicin
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.66g/cm3
Boiling Point 855.4ºC at 760 mmHg
Molecular Formula C29H28F3NO12
Molecular Weight 639.52700
Flash Point 471.1ºC
Exact Mass 639.15600
PSA 209.15000
LogP 1.11200
Vapour Pressure 3.7E-31mmHg at 25°C
Index of Refraction 1.656
InChIKey RQIOYWADAKTIJC-XUKKXQNXSA-N
SMILES COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)CC(O)(C(=O)CO)CC3OC1CC(NC(=O)C(F)(F)F)C(O)C(C)O1

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QI9428000
CHEMICAL NAME :
5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-(hydroxyacetyl)-1-methoxy-10-(( 2,3,6-trideoxy- 3-(trifluoroacetamido)-alpha-L-lyxo-hexopyranosyl)oxy )-6,8,11-trihydroxy-, (8S-cis)-
CAS REGISTRY NUMBER :
26295-56-7
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C29-H28-F3-N-O12
MOLECULAR WEIGHT :
639.58
WISWESSER LINE NOTATION :
L E6 C666 BV MVT&&&J DQ HV1Q HQ KQ RO1 FO- FT6OTJ B1 CQ DMVXFFF

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
9 umol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 41,1006,1981

 Synthetic Route

Trifluoroacetonylmercaptoethanol structure

Trifluoroaceton...

CAS#:383-64-2

Doxorubicin Hydrochloride structure

Doxorubicin Hyd...

CAS#:25316-40-9

~86%

N-Trifluoroacetyldoxorubicin Structure

N-Trifluoroacet...

CAS#:26295-56-7

Literature: Acton; Tong Journal of Medicinal Chemistry, 1981 , vol. 24, # 6 p. 669 - 673
Doxorubicin Hydrochloride structure

Doxorubicin Hyd...

CAS#:25316-40-9

Trifluoroacetic anhydride structure

Trifluoroacetic...

CAS#:407-25-0

~88%

N-Trifluoroacetyldoxorubicin Structure

N-Trifluoroacet...

CAS#:26295-56-7

Literature: Zhang, Yifei; Dai, Yang; Hou, Miao; Li, Tian; Ge, Jun; Liu, Zheng RSC Advances, 2013 , vol. 3, # 45 p. 22963 - 22966
Doxorubicin hydrochloride structure

Doxorubicin hyd...

CAS#:23214-92-8

~82%

N-Trifluoroacetyldoxorubicin Structure

N-Trifluoroacet...

CAS#:26295-56-7

Literature: Berube; Richardson; Ford Synthetic Communications, 1991 , vol. 21, # 7 p. 931 - 944
Doxorubicin hydrochloride structure

Doxorubicin hyd...

CAS#:23214-92-8

Ethyl trifluoroacetate structure

Ethyl trifluoro...

CAS#:383-63-1

~82%

N-Trifluoroacetyldoxorubicin Structure

N-Trifluoroacet...

CAS#:26295-56-7

Literature: Berube; Lepage Synthetic Communications, 1998 , vol. 28, # 6 p. 1109 - 1116

 Synonyms

5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-.α.-L-lyxo-hexopyranosyl]oxy]-, (8S-cis)-
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