PRITELIVIR

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H18N4O3S2
Molecular Weight	402.491
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C(=O)CC1=CC=C(C=C1)C2=NC=CC=C2)C3=NC(C)=C(S3)S(N)(=O)=O

InChI

InChIKey=IVZKZONQVYTCKC-UHFFFAOYSA-N

InChI=1S/C18H18N4O3S2/c1-12-17(27(19,24)25)26-18(21-12)22(2)16(23)11-13-6-8-14(9-7-13)15-5-3-4-10-20-15/h3-10H,11H2,1-2H3,(H2,19,24,25)

HIDE SMILES / InChI

Molecular Formula	C18H18N4O3S2
Molecular Weight	402.491
Charge	0
Count

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

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT03073967 | https://www.ncbi.nlm.nih.gov/pubmed/30414908 | https://www.ncbi.nlm.nih.gov/pubmed/27997653

Pritelivir is a thiazolylamide derivative patented by German multinational pharmaceutical and life sciences company Bayer A.-G. as helicase-primase enzyme inhibitor that is active against herpes simplex virus types 1 and 2 (HSV-1 and HSV-2). In preclinical Pritelivir was shown to be active when treatment was delayed to 72 h post viral inoculation and appeared to synergistically inhibit mortality in this model in combination with acyclovir. Pritelivir could be an alternative therapeutic agent for patients infected with acyclovir-resistant strains. Phase II clinical trials currently are ongoing.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA helicase/primase complex protein 3 Target ID: CHEMBL4380 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12019088	Inhibitor 8297		30.0 nM [IC50]

PubMed

Title	Date	PubMed
		252160875
Baseline sensitivity of HSV-1 and HSV-2 clinical isolates and defined acyclovir-resistant strains to the helicase-primase inhibitor pritelivir.	2013 Nov	24021190

Patents

Sample Use Guides

In Vivo Use Guide

100mg/day (400mg loading dose on day 1) over 4 weeks

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:26:29 UTC 2023` Edited by `admin` on `Sat Dec 16 01:26:29 UTC 2023`
Record UNII	07HQ1TJ4JE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PRITELIVIR

Official Name

English

AIC-316

Code

English

N-METHYL-N-(4-METHYL-5-SULFAMOYL-1,3-THIAZOL-2-YL)-2-(4-(PYRIDIN-2-YL)PHENYL)ACETAMIDE

Systematic Name

English

Pritelivir [WHO-DD]

Common Name

English

BAY-57-1293

Code

English

AIC316

Code

English

N-(5-(AMINOSULFONYL)-4-METHYL-1,3-THIAZOL-2-YL)-N-METHYL-2-(4-(2-PYRIDINYL)PHENYL)ACETAMIDE

Systematic Name

English

pritelivir [INN]

Common Name

English

BENZENEACETAMIDE, N-(5-(AMINOSULFONYL)-4-METHYL-2-THIAZOLYL)-N-METHYL-4-(2-PYRIDINYL)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C281