NAFTALOFOS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H16NO6P
Molecular Weight	349.2751
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOP(=O)(OCC)ON1C(=O)C2=CC=CC3=CC=CC(C1=O)=C23

InChI

InChIKey=QNSIFYWAPWSAIJ-UHFFFAOYSA-N

InChI=1S/C16H16NO6P/c1-3-21-24(20,22-4-2)23-17-15(18)12-9-5-7-11-8-6-10-13(14(11)12)16(17)19/h5-10H,3-4H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C16H16NO6P
Molecular Weight	349.2751
Charge	0
Count

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

Description
Sources: https://www.drugs.com/international/naftalofos.html | https://www.ncbi.nlm.nih.gov/pubmed/937791 | https://www.ncbi.nlm.nih.gov/pubmed/3964143 | https://www.ncbi.nlm.nih.gov/pubmed/21739383

The organophosphate compound Naftalofos is an anthelmintic drug. In Australia it is approved for veterinary use. Naftalofos has been used for many years to control nematodes of livestock. Naftalofos boluses are used against nematodes of cattle. Naphthalophos (36.6 to 51.2 mg/kg) was also 93% efficient against the multiple resistant strains of Trichostrongylus colubriformis in sheep. Naphthalophos showed efficacy against Haemonchus contortus (> 99 %),Trichostrongylus axei (99.3 %), Teladorsagia circumcincta (97.8 %), Trichostrongylus colubriformis (99.2 %), Cooperia punctata/curticei/pectinata (90.4 %), Nematodirus spathiger (89.2 %) and Oesophagostomum venulosum/columbianum (93.7 %). Naphthalophos represents an effective therapeutic alternative for incorporation into worm control programmes.

Approval Year

PubMed

Title	Date	PubMed
A novel high throughput assay for anthelmintic drug screening and resistance diagnosis by real-time monitoring of parasite motility.	2010-11-16	21103363
Characterization of moxidectin resistant Trichostrongylus colubriformis and Haemonchus contortus.	2005-03-10	15725536
Principles for the use of macrocyclic lactones to minimise selection for resistance.	2001-11	11789911

Patents

Sample Use Guides

In Vivo Use Guide

Naftalofos boluses administered to cattle at the dose level of 50 mg of active ingredient per kilogram of body weight reduced fecal egg counts by 83.5%.

Route of Administration: Intravenous

In Vitro Use Guide

Naftalofos inhibited H. contortus larvae with IC50 value of 0.96 uM.

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:04:46 GMT 2025` Edited by `admin` on `Wed Apr 02 07:04:46 GMT 2025`
Record UNII	H5IT2P8H5I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NAFTALOFOS

Official Name

English

MARETIN

Preferred Name

English

BAY 9002

Code

English

N-Hydroxynaphthalimide diethyl phosphate

Common Name

English

naftalofos [INN]

Common Name

English

E 9002

Code

English

NAFTALOFOS [MART.]

Common Name

English

ENT-25567

Code

English

NAFTALOFOS [MI]

Common Name

English

S-940

Code

English

E-9002

Code

English

BAY-9002

Code

English

1H-BENZ(DE)ISOQUINOLINE-1,3(2H)-DIONE, 2-((DIETHOXYPHOSPHINYL)OXY)-

Systematic Name

English

NAFTALOFOS [USAN]

Common Name

English

DIETHYL NAPHTHALIMIDOOXYPHOSPHONATE

Common Name

English

NSC-229795

Code

English

2-((DIETHOXYPHOSPHINYL)OXY)-1H-BENZ(DE)ISOQUINOLINE-1,3(2H)-DIONE

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QP52AB06