APAZONE DIHYDRATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C16H20N4O2.2H2O
Molecular Weight	336.3862
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.CCCC1C(=O)N2N(C1=O)C3=CC(C)=CC=C3N=C2N(C)C

InChI

InChIKey=LLMGYOJUHDRDFJ-UHFFFAOYSA-N

InChI=1S/C16H20N4O2.2H2O/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22;;/h7-9,11H,5-6H2,1-4H3;2*1H2

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Description
Sources: http://home.intekom.com/pharm/cont_eth/rheumox.html
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/770078

Azapropazone is a non-steroidal anti-inflammatory drug. It is indicated for use in the treatment of rheumatoid arthritis, osteo-arthritis and gout. Gastro-intestinal disturbances, allergic skin rashes and photosensitivity, headache, vertigo, oedema and kidney impairment may occur. Gastro-intestinal bleeding and angioedema have been reported. Pre-treatment with this drug failed to modify plasma concentrations of phenobarbitone. Brain levels of imipramine or desmethyl imipramine were unaffected 60 minutes after oral administration of imipramine.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Prostaglandin Synthesis and Regulation 6 Target ID: WP98 Sources: DOI: 10.1007/978-94-009-0713-3_4	Inhibitor 8297	3.0 µM [IC50]
proteoglycan biosynthetic process 3 Target ID: GO:0030166 Sources: DOI: 10.1007/978-94-009-0713-3_4	Activator 1430
interleukin-1 alpha production 2 Target ID: GO:0032610 Sources: DOI: 10.1007/978-94-009-0713-3_4	Inhibitor 8297
Xanthine dehydrogenase 32 Target ID: CHEMBL1929 Sources: DOI: 10.1007/978-94-009-0713-3_4	Inhibitor 8297	15.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Rheumatoid arthritis 316 Sources: http://home.intekom.com/pharm/cont_eth/rheumox.html	Primary	Withdrawn	Rheumox Approved Use Rheumox is usually prescribed for people with rheumatoid arthritis
Osteoarthritis 157 Sources: http://home.intekom.com/pharm/cont_eth/rheumox.html	Primary	Withdrawn	Rheumox Approved Use It is indicated for use in the treatment of osteo-arthritis
Gout 28 Sources: http://home.intekom.com/pharm/cont_eth/rheumox.html	Primary	Withdrawn	Rheumox Approved Use Rheumox is usually prescribed for people with acute gouty inflammation of the joints.

PubMed

Title	Date	PubMed
Screening of a chemical library reveals novel PXR-activating pharmacologic compounds.	2015 Jan 5	25455453

Patents

Sample Use Guides

In Vivo Use Guide

The usual dose is 1200 mg per day, given as 600 mg twice daily.

Route of Administration: Oral

In Vitro Use Guide

Azapropazone is an inhibitor of a variety of neutrophil functions (migration, aggregation, superoxide production) at 40-400 ug/ml-1

Name

Type

Language

APAZONE DIHYDRATE

Common Name

English

1H-PYRAZOLO(1,2-A)(1,2,4)BENZOTRIAZINE-1,3(2H)-DIONE, 5-(DIMETHYLAMINO)-9-METHYL-2-PROPYL-, HYDRATE (1:2)

Systematic Name

English

MI-85DI

Code

English

Azapropazone dihydrate [WHO-DD]

Common Name

English

AZAPROPAZONE DIHYDRATE

Common Name

English

RHEUMOX

Brand Name

English

APAZONE DIHYDRATE [MI]

Common Name

English

5-DIMETHYLAMINO-9-METHYL-2-PROPYLPYRAZOLO(1,2-A)(1,2,4)BENZOTRIAZINE-1,3(2H)-DIONE DIHYDRATE

Systematic Name

English

PROLIXAN

Brand Name

English

Code System Code Type Description

PUBCHEM

90763