FOSQUIDONE

Details

Stereochemistry	RACEMIC
Molecular Formula	C28H22NO6P
Molecular Weight	499.4511
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1C2=C3C(=CN2CC4=CC=CC=C14)C(=O)C5=C(OP(O)(=O)OCC6=CC=CC=C6)C=CC=C5C3=O

InChI

InChIKey=UXTSQCOOUJTIAC-UHFFFAOYSA-N

InChI=1S/C28H22NO6P/c1-17-20-11-6-5-10-19(20)14-29-15-22-25(26(17)29)27(30)21-12-7-13-23(24(21)28(22)31)35-36(32,33)34-16-18-8-3-2-4-9-18/h2-13,15,17H,14,16H2,1H3,(H,32,33)

HIDE SMILES / InChI

Molecular Formula	C28H22NO6P
Molecular Weight	499.4511
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1314072 | https://adisinsight.springer.com/drugs/800005003

Fosquidone (also known as GR63178A), a pentacyclic pyrroloquinone that was developed as an anticancer agent. Fosquidone participated in phase II clinical trial for the treatment of patients with colorectal, renal and non-small cell lung cancer. However, the drug didn’t show significant antitumor activity. The further development of this drug was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Stability of GR63178A, a novel pentacyclic pyrroloquinone anticancer compound, in aqueous solutions and biological fluids.	1993-01	8094437
Phase I study of intravenous fosquidone (GR63178A-NSC D611615) using a three times a week schedule.	1992-05	1586634
Phase II trials of fosquidone, (GR63178A), in colorectal, renal and non-small cell lung cancer. CRC Phase II Clinical Trials Committee.	1992-04	1314072
Activity of GR30921X (NSC 382057) and GR63178A (NSC D611615) in human ovarian cancer lines.	1990-05	2337508

Patents

Sample Use Guides

In Vivo Use Guide

The drug was given intravenously as a 20 min infusion at the dose of 120 mg-2 on days 1 to 5 every 3 weeks.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:27:56 GMT 2025` Edited by `admin` on `Wed Apr 02 09:27:56 GMT 2025`
Record UNII	FD6QP9BP8U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FOSQUIDONE

Official Name

English

GR 63178K

Preferred Name

English

FOSQUIDONE [USAN]

Common Name

English

BENZYL (±)-5,8,13,14-TETRAHYDRO-14-METHYL-8,13-DIOXOBENZ(5,6)ISOINDOLO(2,1-B)ISOQUINOLIN-9-YL HYDROGEN PHOSPHATE

Systematic Name

English

fosquidone [INN]

Common Name

English

GR-63178K

Code

English

PHOSPHORIC ACID, MONO(PHENYLMETHYL) MONO(5,8,13,14-TETRAHYDRO-14-METHYL-8,13-DIOXOBENZ(5,6)ISOINDOLO(2,1-B)ISOQUINOLIN-9-YL) ESTER, (±)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C274