ROGLETIMIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H14N2O2
Molecular Weight	218.2518
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1(CCC(=O)NC1=O)C2=CC=NC=C2

InChI

InChIKey=QXKJWHWUDVQATH-UHFFFAOYSA-N

InChI=1S/C12H14N2O2/c1-2-12(9-4-7-13-8-5-9)6-3-10(15)14-11(12)16/h4-5,7-8H,2-3,6H2,1H3,(H,14,15,16)

HIDE SMILES / InChI

Molecular Formula	C12H14N2O2
Molecular Weight	218.2518
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/1419608 | https://www.ncbi.nlm.nih.gov/pubmed/7949204

Rogletimide (pyridoglutethimide) is a second-generation nonsteroidal aromatase inhibitor that has been evaluated for use in the treatment of breast cancer. Rogletimide is a structural analog of aminoglutethimide (AG), a nonspecific aromatase inhibitor. Roglemitide is slightly less potent than AG but does not inhibit the cholesterol side-chain cleavage and shows no sedative activity. However, compared to AG, it has sub-optimal aromatase inhibition and oestradiol suppression.

Approval Year

PubMed

Title	Date	PubMed
The effect of the aromatase inhibitor, rogletimide (pyridoglutethimide), on guinea pig adrenal cell steroidogenesis and placental microsomal aromatase activity: comparison with aminoglutethimide and CGS 16949A.	1991 Nov	1659868
Stereoselective determination of pyridoglutethimide enantiomers in serum with a chiral cellulose-based high-performance liquid chromatographic column using solid phase extraction and UV detection.	2003 Apr 1	12684112
Professor Tom Connors and the development of novel cancer therapies by the Phase I/II Clinical Trials Committee of Cancer Research UK.	2003 Aug 4	12888809
Aromatase inhibition in the treatment of advanced breast cancer: is there a relationship between potency and clinical efficacy?	2004 May 4	15150604
The what, why and how of aromatase inhibitors: hormonal agents for treatment and prevention of breast cancer.	2007 Dec	17892469
FACE: the barefaced facts of AI potency.	2010 Oct 27	21188118

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:52:15 GMT 2023` Edited by `admin` on `Fri Dec 15 15:52:15 GMT 2023`
Record UNII	14P4QR28QF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ROGLETIMIDE

Official Name

English

Rogletimide [WHO-DD]

Common Name

English

(±)-PYRIDOGLUTETHIMIDE

Common Name

English

2,6-PIPERIDINEDIONE, 3-ETHYL-3-(4-PYRIDINYL)-

Systematic Name

English

rogletimide [INN]

Common Name

English

ROGLETIMIDE [USAN]

Common Name

English

PYRIDOGLUTETHIMIDE

Common Name

English

ROGLETIMIDE [MART.]

Common Name

English

(±)-2-ETHYL-2-(4-PYRIDYL)GLUTARIMIDE

Systematic Name

English

2,6-PIPERIDINEDIONE, 3-ETHYL-3-(4-PYRIDINYL)-, (±)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2018