ZINVIROXIME

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H18N4O3S
Molecular Weight	358.415
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)S(=O)(=O)N1C(N)=NC2=C1C=C(C=C2)C(=N/O)\C3=CC=CC=C3

InChI

InChIKey=IWKXBHQELWQLHF-SILNSSARSA-N

InChI=1S/C17H18N4O3S/c1-11(2)25(23,24)21-15-10-13(8-9-14(15)19-17(21)18)16(20-22)12-6-4-3-5-7-12/h3-11,22H,1-2H3,(H2,18,19)/b20-16-

HIDE SMILES / InChI

Molecular Formula	C17H18N4O3S
Molecular Weight	358.415
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7769678 | https://www.ncbi.nlm.nih.gov/pubmed/30219827 | https://www.ncbi.nlm.nih.gov/pubmed/10950388 | https://www.ncbi.nlm.nih.gov/pubmed/22945356

Enviroxime (LY 122772 or 2-amino-1-(isopropyl sulphonyl)-6-benzimidazole phenyl ketone oxime) is an benzimidazole antiviral agent. Enviroxime inhibits the replication of rhinoviruses and enteroviruses, additionally it impedes the replication of the hepatitis C virus. Enviroxime targets the 3A coding region of rhinovirus and poliovirus. Enviroxime is able to inhibit host phosphatidylinositol 4-kinase III.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Human rhinovirus 1B 2 Target ID: CHEMBL613713 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9154972	Inhibitor 8297	40.0 nM [IC50]
viral protein 3A 2 Target ID: viral protein 3A Sources: https://www.ncbi.nlm.nih.gov/pubmed/21177810\|https://www.ncbi.nlm.nih.gov/pubmed/7769678	Inhibitor 8297
PI4-kinase beta subunit 3 Target ID: CHEMBL3268 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22945356\|https://www.ncbi.nlm.nih.gov/pubmed/21177810	Inhibitor 8297

PubMed

Title	Date	PubMed
Synthesis of syn and anti isomers of 6-[[(hydroxyimino)phenyl]methyl]-1-[(1-methylethyl)sulfonyl]-1H-benzimidazol-2-amine. Inhibitors of rhinovirus multiplication.	1980 Apr	6247489
A 'new' generation of more potent synthetic antirhinovirus compounds: comparison of their MICs and their synergistic interactions.	1987 Nov	2833156
9-Benzyl-6-(dimethylamino)-9H-purines with antirhinovirus activity.	1988 Oct	2845083
Comparative studies on the antirhinovirus activity and the mode of action of the rhinovirus capsid binding agents, chalcone amides.	1990 Feb	2160796
Virucidal activity of hypericin against enveloped and non-enveloped DNA and RNA viruses.	1990 Jun	1699494
Simple in vitro translation assay to analyze inhibitors of rhinovirus proteases.	1996 Jan	8787922
Synthesis, antiviral activity, and biological properties of vinylacetylene analogs of enviroxime.	1997 May 9	9154972
Application of oral bioavailability surrogates in the design of orally active inhibitors of rhinovirus replication.	1999 Aug	10430536
Imidazo[1,2-b]pyridazines, novel nucleus with potent and broad spectrum activity against human picornaviruses: design, synthesis, and biological evaluation.	2003 Sep 25	13678411

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:53:36 GMT 2023` Edited by `admin` on `Sat Dec 16 16:53:36 GMT 2023`
Record UNII	9SWB3P2O2S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ZINVIROXIME

Official Name

English

1H-BENZIMIDAZOL-2-AMINE, 6-((HYDROXYIMINO)PHENYLMETHYL)-1-((1-METHYLETHYL)SULFONYL)-, (Z)-

Common Name

English

(Z)-2-Amino-6-benzoyl-1-(isopropylsulfonyl)benzimidazole oxime

Systematic Name

English

ZINVIROXIME [USAN]

Common Name

English

zinviroxime [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C281