ENVIROXIME

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-CAPFRKAQSA-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
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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:00:14 UTC 2023` Edited by `admin` on `Fri Dec 15 15:00:14 UTC 2023`
Record UNII	133013L556
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ENVIROXIME

Official Name

English

enviroxime [INN]

Common Name

English

NSC-346230

Code

English

ENVIROXIME [USAN]

Common Name

English

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

Systematic Name

English

LY122772

Code

English

LY-122772

Code

English

ENVIROXIME [MI]

Common Name

English

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

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C281