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MedKoo Cat#: 525036 | Name: Famphur

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Famphur is an organic thiophosphate and an organothiophosphate insecticide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an agrochemical, and an anthelminthic drug. Use of famphur as an insecticide is restricted.

Chemical Structure

Famphur
Famphur
CAS# 52-85-7

Theoretical Analysis

MedKoo Cat#: 525036

Name: Famphur

CAS#: 52-85-7

Chemical Formula: C10H16NO5PS2

Exact Mass: 325.0208

Molecular Weight: 325.34

Elemental Analysis: C, 36.92; H, 4.96; N, 4.31; O, 24.59; P, 9.52; S, 19.71

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Synonym
Famphur; Famophos; Famofos; Famphos; Warbexol; Famfur; Varbex; Warbex; Dovip;
IUPAC/Chemical Name
O,O-Dimethyl O-(p-(dimethylsulfamoyl)phenyl) phosphorothioate
InChi Key
JISACBWYRJHSMG-UHFFFAOYSA-N
InChi Code
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
SMILES Code
S=P(OC)(OC)OC1=CC=C(S(=O)(N(C)C)=O)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in water (partly), chloroform, dichloromethane, DMSO, acetone, and toluene
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 325.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Moura LTR, Bedor CNG, Lopez RVM, Santana VS, Rocha TMBDSD, Wünsch Filho V, Curado MP. Occupational exposure to organophosphate pesticides and hematologic neoplasms: a systematic review. Rev Bras Epidemiol. 2020;23:e200022. English, Portuguese. doi: 10.1590/1980-549720200022. Epub 2020 May 11. PMID: 32401913. 2: Erne K, Nordkvist M. The disappearance rate in reindeer of famphur an organophosphorus parasiticide. Acta Vet Scand. 1970;11(2):209-18. doi: 10.1186/BF03547981. PMID: 5465142; PMCID: PMC8561459. 3: DeVaney JA, Ivie GW. Systemic activity of coumaphos, famphur, crufomate, ronnel, and phosmet given orally to hens for control of the northern fowl mite, Ornitbonyssus sulviarum (Canestrini and Fanzago). Poult Sci. 1980 Jun;59(6):1208-10. doi: 10.3382/ps.0591208. PMID: 6157151. 4: Teel PD, Hair JA, Randolph TC Jr. Continuous administration of famphur for control of ticks and bed bugs feeding on ruminants. J Econ Entomol. 1977 Oct;70(5):664-6. doi: 10.1093/jee/70.5.664. PMID: 915076. 5: Franson JC, Kolbe EJ, Carpenter JW. Famphur toxicosis in a bald eagle. J Wildl Dis. 1985 Jul;21(3):318-20. doi: 10.7589/0090-3558-21.3.318. PMID: 4032636. 6: Braselton WE, Johnson JL, Carlson MP, Schneider NR. Gas chromatography/mass spectrometry identification and quantification of isazophos in a famphur pour-on and in bovine tissues after a toxic exposure. J Vet Diagn Invest. 2000 Jan;12(1):15-20. doi: 10.1177/104063870001200103. PMID: 10690770. 7: Roberts IH, Meleney WP, Apodaca SA. Oral famphur for treatment of cattle lice, and against scabies mites and ear ticks of cattle and sheep. J Am Vet Med Assoc. 1969 Aug 1;155(3):504-9. PMID: 5816059. 8: White DH, Hayes LE, Bush PB. Case histories of wild birds killed intentionally with famphur in Georgia and West Virginia. J Wildl Dis. 1989 Apr;25(2):184-8. doi: 10.7589/0090-3558-25.2.184. PMID: 2716098. 9: Ivey MC, Palmer JS, Washburn RH. Famphur and its oxygen analogue: residues in the body tissues of reindeer. J Econ Entomol. 1976 Apr;69(2):260-2. doi: 10.1093/jee/69.2.260. PMID: 1262588. 10: Smith HG Jr, Goulding RL. Toxicological aspects of three organophosphorus compounds (Cythioate, Famphur, and Fenthion) in the host-ectoparasite system. J Econ Entomol. 1970 Oct;63(5):1640-6. doi: 10.1093/jee/63.5.1640. PMID: 5488792. 11: Cummins LJ. Cow fertility after lice treatment with famphur. Aust Vet J. 1977 Aug;53(8):406-7. doi: 10.1111/j.1751-0813.1977.tb07971.x. PMID: 588171. 12: Johnson WP, Alford BT, Drain JJ. Safety of famphur to young Brahman heifers, bulls and steers. Vet Med Small Anim Clin. 1972 Jun;67(6):686. PMID: 4483149. 13: Fleischli MA, Franson JC, Thomas NJ, Finley DL, Riley W Jr. Avian mortality events in the United States caused by anticholinesterase pesticides: a retrospective summary of National Wildlife Health Center records from 1980 to 2000. Arch Environ Contam Toxicol. 2004 May;46(4):542-50. doi: 10.1007/s00244-003-3065-y. PMID: 15253053. 14: Randell WF, Bradley RE. Effects of injectable famphur on young Brahman and Angus cattle. Am J Vet Res. 1980 Sep;41(9):1423-6. PMID: 7447135. 15: Ivey MC. Gas-liquid chromatographic determination of famphur and its oxygen analog in tissues of reindeer and cattle. J Assoc Off Anal Chem. 1976 Mar;59(2):261-3. PMID: 1254545. 16: Cummins LJ. Cow fertility after lice treatment with famphur. Aust Vet J. 1977 Apr;53(4):200. doi: 10.1111/j.1751-0813.1977.tb00184.x. PMID: 869822. 17: Black WD, Valli VE, Claxton MJ, Marceau-Day ML. The effects of the subchronic feeding of the organophosphate famphur to rats. Toxicol Appl Pharmacol. 1979 Aug;50(1):167-70. doi: 10.1016/0041-008x(79)90505-2. PMID: 494296. 18: Henny CJ, Kolbe EJ, Hill EF, Blus LJ. Case histories of bald eagles and other raptors killed by organophosphorus insecticides topically applied to livestock. J Wildl Dis. 1987 Apr;23(2):292-5. doi: 10.7589/0090-3558-23.2.292. PMID: 3586207. 19: Watson K, Black WD. Whole blood cholinesterase activity in calves after topical treatment with famphur. Can Vet J. 1981 Jun;22(6):179-81. PMID: 7284948; PMCID: PMC1789936. 20: Teel PD, Hair JA, Stratton LG. Laboratory evaluation of a sustained-release famphur bolus against Gulf Coast and lone star ticks feeding on Hereford heifers. J Econ Entomol. 1979 Apr;72(2):230-3. doi: 10.1093/jee/72.2.230. PMID: 536488.

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