ARPRINOCID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H9ClFN5
Molecular Weight	277.685
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC=NC2=C1N=CN2CC3=C(F)C=CC=C3Cl

InChI

InChIKey=NAPNOSFRRMHNBJ-UHFFFAOYSA-N

InChI=1S/C12H9ClFN5/c13-8-2-1-3-9(14)7(8)4-19-6-18-10-11(15)16-5-17-12(10)19/h1-3,5-6H,4H2,(H2,15,16,17)

HIDE SMILES / InChI

Description
Sources: https://www.pharmacompass.com/chemistry-chemical-name/arprinocid | https://www.ncbi.nlm.nih.gov/pubmed/724595 | https://www.ncbi.nlm.nih.gov/pubmed/471900

Arprinocid is a coccidiostat used in veterinary medicine. Effective against coccidiosis in poultry.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Toxoplasma gondii 10 Target ID: CHEMBL612888 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3350108	Inhibitor 8297		7.0 µM [IC50]
Eimeria tenella 10 Target ID: CHEMBL612854 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7201182 \| https://www.ncbi.nlm.nih.gov/pubmed/7463244 \| https://www.ncbi.nlm.nih.gov/pubmed/674071	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Toxoplasmosis 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3745976 https://www.ncbi.nlm.nih.gov/pubmed/3350108 https://www.ncbi.nlm.nih.gov/pubmed/3350108	Curative		Approved 8429	Unknown Approved Use Unknown
Coccidiosis 45 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7201182 https://www.ncbi.nlm.nih.gov/pubmed/4034245 https://www.ncbi.nlm.nih.gov/pubmed/7463244 https://www.ncbi.nlm.nih.gov/pubmed/674071	Curative		Approved 8429	ARPOCOX Approved Use Treatment of Coccidiosis Launch Date 1977

PubMed

Title	Date	PubMed
The therapeutic effect of 16 antimicrobial agents on Cryptosporidium infection in mice.	1982 Apr	7115220
Potent in vivo activity of arprinocid, a purine analogue, against murine toxoplasmosis.	1986 Oct	3745976
Toxoplasma gondii: in vivo and in vitro studies of a mutant resistant to arprinocid-N-oxide.	1988 Apr	3350108
In vitro cultivation of Cryptosporidium parvum and screening for anticryptosporidial drugs.	1990 Aug	2221857
Effectiveness of arprinocid in the reduction of cryptosporidial activity in immunosuppressed rats.	1990 Oct	2240787
In vitro model to assess effect of antimicrobial agents on Encephalitozoon cuniculi.	1994 Oct	7840584

Patents

Sample Use Guides

In Vivo Use Guide

Chicks: Medication of chicks with 70 p.p.m. arprinocid in the food, starting 2 days prior to inoculation with Eimeria tenella, resulted in decreased oocyst production and oocyst sporulation.

Route of Administration: Oral

In Vitro Use Guide

Arprinocid inhibited growth of Toxoplasma gondii in human fibroblasts at 2 ug/ml.

Name

Type

Language

ARPRINOCID

Official Name

English

ARPRINOCID [USAN]

Common Name

English

arprinocid [INN]

Common Name

English

9-(2-Chloro-6-fluorobenzyl)adenine

Systematic Name

English

ARPOCOX

Brand Name

English

9H-PURIN-6-AMINE, 9-((2-CHLORO-6-FLUOROPHENYL)METHYL)-

Systematic Name

English

ARPRINOCID [MART.]

Common Name

English

ARPRINOCID [MI]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QP51AX11