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Details

Stereochemistry ACHIRAL
Molecular Formula C10H16NO5PS2
Molecular Weight 325.342
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FAMPHUR

SMILES

COP(=S)(OC)OC1=CC=C(C=C1)S(=O)(=O)N(C)C

InChI

InChIKey=JISACBWYRJHSMG-UHFFFAOYSA-N
InChI=1S/C10H16NO5PS2/c1-11(2)19(12,13)10-7-5-9(6-8-10)16-17(18,14-3)15-4/h5-8H,1-4H3

HIDE SMILES / InChI
Famphur is an insecticide and antihelmenthic. Famphur is approved in cattle as a pour-on (NADA 34-697; 21 CFR 524.900) and as medicated feed (NADA 34-266; 21 CFR 558.254). It is a component of the FDA-approved TRAMISOL X-TRA Combination Paste, used for the treatment of cattle infected with the following parasites: Stomach worms (Haemonchus, Trichostrongylus, Ostertagia), intestinal worms (Trichostrongylus, Cooperia, Nematodirus, Bunostomum, Oesophagostomum), lungworms (Dictyocaulus), cattle grubs (Hypoderma), biting lice (Bovicola), and sucking lice (Linognathus, Solenoptes). Famphur is a cholinesterase-inhibiting drug.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
TRAMISOL X-TRA

Approved Use

For treatment of cattle infected with the following parasites: 1) STOMACH WORMS: Haemonchus, Trichostrongylus, Ostertagia 2) INTESTINAL WORMS: Trichostrongylus, Cooperia, Nematodirus, Bunostomum, Oesophagostomum 3) LUNGWORMS: Dictyocaulus 4) BITING LICE: Bovicola 5) SUCKING LICE: Linognathus, Solenoptes It is not effective against lice eggs.

Launch Date

1968
PubMed

PubMed

TitleDatePubMed
Avian mortality events in the United States caused by anticholinesterase pesticides: a retrospective summary of National Wildlife Health Center records from 1980 to 2000.
2004 May
Prediction for the mixture toxicity of six organophosphorus pesticides to the luminescent bacterium Q67.
2008 Nov
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009 Apr 20
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Famphur could also be used topically: calves were treated with famphur at three dosage levels 20.25 mg/kg, 40.5 mg/kg and 60.75 mg/kg. https://www.ncbi.nlm.nih.gov/pubmed/7284948
TRAMISOL X-TRA Combination Paste contains levamisole resinate (50%) and famphur as active ingredients packed in a polyethylene cartridge-type container. TRAMISOL X-TRA is formulated to provide 8 mg/kg (3.6 mg/lb) of body weight of levamisole HCl equivalent activity and 30 mg/kg (13.6 mg/lb) of body weight of famphur activity which has been demonstrated to be the optimum dose level for effective performance the product's anthelmintic and ectoparasitic label claims. TRAMISOL X-TRA is administered to cattle in individual oral doses using the compatible GelGun ®oral dispensing device. The product has been designed so that each distinct depression of the Gel Gun trigger or "click" delivers a 0.18 g levamisole and 0.68 g famphur activity which is the appropriate dose for each 50 lb body weight. In practice TRAMISOL X-TRA is administered by setting the Gel Gun weight selector for the approximate weight of the animal to be treated, directing the nozzle of the cartridge through the interdental space and squeezing the trigger two times directing the paste over the tongue into the animal's throat.
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
FAMPHUR
GREEN BOOK   HSDB   MART.   MI  
Common Name English
FAMOFOS
Common Name English
O-4-DIMETHYLSULFAMOYLPHENYL O,O-DIMETHYL PHOSPHOROTHIOATE
Common Name English
FAMPHUR [MART.]
Common Name English
O-(4-((DIMETHYLAMINO)SULFONYL)PHENYL) O,O-DIMETHYL PHOSPHOROTHIOATE
Systematic Name English
PHOSPHOROTHIOIC ACID, O-(4-((DIMETHYLAMINO)SULFONYL)PHENYL) O,O-DIMETHYL ESTER
Common Name English
FAMOPHOS
Common Name English
FAMPHUR [HSDB]
Common Name English
FAMPHUR [MI]
Common Name English
FAMPHUR [GREEN BOOK]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 59901
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
CFR 21 CFR 558.254
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
CFR 21 CFR 520.1242G
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
CFR 21 CFR 556.273
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
NCI_THESAURUS C737
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
CFR 21 CFR 524.900
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
Code System Code Type Description
DRUG BANK
DB11408
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PRIMARY
MESH
C004992
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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NCI_THESAURUS
C83710
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MERCK INDEX
m1150
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PRIMARY Merck Index
CHEBI
38677
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PUBCHEM
5859
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HSDB
6048
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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ALANWOOD
famphur
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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EPA CompTox
DTXSID7041966
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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ECHA (EC/EINECS)
200-154-0
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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FDA UNII
02UOP4Z0O0
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
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CAS
52-85-7
Created by admin on Fri Dec 15 15:12:16 GMT 2023 , Edited by admin on Fri Dec 15 15:12:16 GMT 2023
PRIMARY