BOFUMUSTINE

Details

Stereochemistry	EPIMERIC
Molecular Formula	C18H21ClN4O9
Molecular Weight	472.834
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)O[C@@H]2[C@@H](COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)[C@@H]2O1

InChI

InChIKey=YASNUXZKZNVXIS-CBNXCZCTSA-N

InChI=1S/C18H21ClN4O9/c1-18(2)31-13-12(9-29-16(24)10-3-5-11(6-4-10)23(27)28)30-15(14(13)32-18)20-17(25)22(21-26)8-7-19/h3-6,12-15H,7-9H2,1-2H3,(H,20,25)/t12-,13-,14-,15?/m1/s1

HIDE SMILES / InChI

Molecular Formula	C18H21ClN4O9
Molecular Weight	472.834
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	3 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6293062 | https://www.ncbi.nlm.nih.gov/pubmed/339971

Bofumustine, also known as RFCNU was studied as an antitumor agent. Bofumustine participated in phase II trials in patients with digestive tract tumors. It was shown that 30% has remissions among which 13% were greater than 50%. In addition, bofumustine participated in phase II clinical trials, where it showed to be effective in 8% of digestive tumors, in 1 out of 7 pancreatic cancers and in 3 out of 10 hepatic and pulmonary metastases from an undiscovered primary adenocarcinoma. However, further information is not available.

Approval Year

PubMed

Title	Date	PubMed
The oncostatic and immunosuppressive action of new nitrosourea derivatives containing sugar radicals.	1975 Dec 20	1222217
In vivo enhancement of the experimental oncostatic effect of RFCNU by its encapsulation in liposomes.	1981 Dec	7346064
Study of nitrosourea glycosyl analogs--V. An oriented phase II trial of RFCNU.	1982 Aug	6891323
[Phase II study of 3 new nitrosoureas, 1 American (chlorozotocin) and 2 French (RFCNU and RPCNU)].	1982 Sep 16	6293062
Cytostatic action of two nitrosoureas derived from cysteamine.	1986 Nov	3801787

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:05:54 GMT 2023` Edited by `admin` on `Fri Dec 15 16:05:54 GMT 2023`
Record UNII	6P52D0J76B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BOFUMUSTINE

Official Name

English

1-(2-CHLOROETHYL)-3-(2,3-O-ISOPROPYLIDENE-D-RIBOFURANOSYL)-1-NITROSOUREA 5'-(P-NITROBENZOATE)

Common Name

English

bofumustine [INN]

Common Name

English

NSC-279194

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C697