NUCLOMEDONE

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H11ClN2O2S
Molecular Weight	294.757
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC=C(CC2C(=O)N=C3SCCN3C2=O)C=C1

InChI

InChIKey=QSKVYHYMQQQAFS-UHFFFAOYSA-N

InChI=1S/C13H11ClN2O2S/c14-9-3-1-8(2-4-9)7-10-11(17)15-13-16(12(10)18)5-6-19-13/h1-4,10H,5-7H2

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Description
Sources: https://adisinsight.springer.com/drugs/800026396 | https://www.ncbi.nlm.nih.gov/pubmed/6764224

Nuclomedone (TEI-3096), a thiazolopyrimidine compound has been shown to suppress adjuvant arthritis in rats without any effect on conventional inflammation. TEI-3096 also enhanced the delayed type hypersensitivity in mice and rats. These results suggests that TEI-3096 restores the abnormal immune response. Nuclomedone was discovered by Teijin and investigated as a potential treatment for rheumatoid arthritis and inflammatory disorders.

Originator

Approval Year

PubMed

Title	Date	PubMed
Immunopharmacological profile of TEI-3096: a new immunomodulator.	1982-1983	6764224
Inhibitory effect of TI-31 on autoimmune nephritis in NZB/NZW F1 mice through regulation of the immune response.	1987 Apr	3496322
Anti-arthritic and immunoregulatory effects of TI-31 on collagen-induced arthritis.	1987 Nov	3437603
Characterization of immunomodulating action of TI-31 on antibody response in mice.	1991 Aug	1837801

Patents

Sample Use Guides

In Vivo Use Guide

Oral Nuclomedone (TI-31) treatment in doses of 10 and 50 mg/kg daily for 7 days prior to collagen immunization depressed the development of arthritis in rats.

Route of Administration: Oral

In Vitro Use Guide

Nuclomedone (TI-31), at concentrations of 10 and 100 uM, suppressed the antibody response to T cell-dependent (sheep red blood cells, SRBC) and -independent antigens (trinitrophenyl-lipopolysaccharide, TNP-LPS and TNP-Ficoll).

Name

Type

Language

NUCLOMEDONE

Official Name

English

TEI-3096

Code

English

TI-31

Code

English

nuclomedone [INN]

Common Name

English

5H-THIAZOLO(3,2-A)PYRIMIDINE-5,7(6H)-DIONE, 6-((4-CHLOROPHENYL)METHYL)-2,3-DIHYDRO-

Systematic Name

English

NUCLOMEDONE [JAN]

Common Name

English

(±)-6-(P-CHLOROBENZYL)-2,3-DIHYDRO-5H-THIAZOLO(3,2-A)PYRIMIDINE-5,7(6H)-DIONE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C257