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

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 `Sat Dec 16 17:41:57 UTC 2023` Edited by `admin` on `Sat Dec 16 17:41:57 UTC 2023`
Record UNII	FD6QP9BP8U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FOSQUIDONE

Official 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

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