ERBULOZOLE

Details

Stereochemistry	RACEMIC
Molecular Formula	C24H27N3O5S
Molecular Weight	469.553
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)NC1=CC=C(SC[C@@H]2CO[C@](CN3C=CN=C3)(O2)C4=CC=C(OC)C=C4)C=C1

InChI

InChIKey=KLEPCGBEXOCIGS-XUZZJYLKSA-N

InChI=1S/C24H27N3O5S/c1-3-30-23(28)26-19-6-10-22(11-7-19)33-15-21-14-31-24(32-21,16-27-13-12-25-17-27)18-4-8-20(29-2)9-5-18/h4-13,17,21H,3,14-16H2,1-2H3,(H,26,28)/t21-,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H27N3O5S
Molecular Weight	469.553
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800003227 | https://www.ncbi.nlm.nih.gov/pubmed/8135472

Erbulozole (R 55104) is a water soluble congener of the microtubule inhibitor tubulozole, which has proven to possess anti-invasive, antitumoral and radiosensitizing capacities. Erbulozole development for the treatment of cancer has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Influence of the synthetic microtubule inhibitor erbulozole (P.I.N.N.) (R 55 104), a new tubulozole congener, and gamma irradiation on murine tumors in vivo.	1989 Oct	2591442
Erbulozole (P.I.N.N.) (R 55 104) encapsulated into cyclodextrins: has it a combined antitumoral and radioprotective potential?	1991 Jan-Feb	2018359
A Wernicke's encephalopathy-like neurotoxicity induced by erbulozole.	1991 May	2027502
Phase I trial of erbulozole (R55104).	1993 Nov-Dec	8135472

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:36:10 GMT 2023` Edited by `admin` on `Fri Dec 15 15:36:10 GMT 2023`
Record UNII	78XGN2K5RX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ERBULOZOLE

Official Name

English

erbulozole [INN]

Common Name

English

ERBULOZOLE [USAN]

Common Name

English

R 55104

Code

English

R-55104

Code

English

Erbulozole [WHO-DD]

Common Name

English

CARBAMIC ACID, (4-(((2-(1H-IMIDAZOL-1-YLMETHYL)-2-(4-METHOXYPHENYL)-1,3-DIOXOLAN-4-YL)METHYL)THIO)PHENYL)-, ETHYL ESTER, CIS-(±)-

Common Name

English

ETHYL (±)-CIS-P-(((2-(IMIDAZOL-1-YLMETHYL)-2-(P-METHOXYPHENYL)-1,3-DIOXOLAN-4-YL)METHYL)THIO)CARBANILATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C25974