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MedKoo Cat#: 571420 | Name: Phosfolan

Description:

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

Phosfolan is an insecticide. It has been shown to cause a disturbance in the metabolism of the glutamic acid-GABA and the glutamic acid-glutamine systems in the rat brain.

Chemical Structure

Phosfolan
Phosfolan
CAS#947-02-4

Theoretical Analysis

MedKoo Cat#: 571420

Name: Phosfolan

CAS#: 947-02-4

Chemical Formula: C7H14NO3PS2

Exact Mass: 255.0153

Molecular Weight: 255.29

Elemental Analysis: C, 32.93; H, 5.53; N, 5.49; O, 18.80; P, 12.13; S, 25.12

Price and Availability

Size Price Availability Quantity
100mg USD 210.00
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Related CAS #
No Data
Synonym
Phosfolan; Cyolane; AC 47031; AC47031; AC-47031
IUPAC/Chemical Name
diethyl (1,3-dithiolan-2-ylidene)phosphoramidate
InChi Key
ILBONRFSLATCRE-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H14NO3PS2/c1-3-10-12(9,11-4-2)8-7-13-5-6-14-7/h3-6H2,1-2H3
SMILES Code
N(=C1\SCCS1)\P(=O)(OCC)OCC
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 DMSO
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 255.29 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: Hussein MF, Ahmed NA, Rawi SM. The alterations of rat brain GABA and glutamine induced by the organophosphorus compound cyolane. Comp Biochem Physiol C. 1986;84(1):165-70. PubMed PMID: 2873949. 2: Shen SY. [Toxicity of cyolane]. Zhonghua Yu Fang Yi Xue Za Zhi. 1983 Jul;17(4):216-8. Chinese. PubMed PMID: 6641415. 3: Bahig MR. Effect of subacute poisoning by cyolane-1 on acetylcholine esterase and succinic dehydrogenase in the rat. Experientia. 1975 Jul 15;31(7):836-7. PubMed PMID: 1140329. 4: Soliman SA, El-Sebae AH, El-Fiki S. Occupational effect of phosfolan insecticide on spraymen during field exposure. J Environ Sci Health B. 1979;14(1):27-37. PubMed PMID: 429759. 5: Liu J, Huang W, Pang Y, Huang P, Zhu X, Zhou Y, Yan D. Molecular self-assembly of a homopolymer: an alternative to fabricate drug-delivery platforms for cancer therapy. Angew Chem Int Ed Engl. 2011 Sep 19;50(39):9162-6. doi: 10.1002/anie.201102280. Epub 2011 Aug 24. PubMed PMID: 21919151. 6: Riskallah MR. Reduced sensitivity of cholinesterase as a factor of resistance in leptophos selected strain in the Egyptian cotton leafworm. J Environ Sci Health B. 1980;15(2):181-92. PubMed PMID: 6154073. 7: Moilanen AM, Rysä J, Mustonen E, Serpi R, Aro J, Tokola H, Leskinen H, Manninen A, Levijoki J, Vuolteenaho O, Ruskoaho H. Intramyocardial BNP gene delivery improves cardiac function through distinct context-dependent mechanisms. Circ Heart Fail. 2011 Jul;4(4):483-95. doi: 10.1161/CIRCHEARTFAILURE.110.958033. Epub 2011 May 10. PubMed PMID: 21558448. 8: Zhang X, Huang K, Hou G, Cao B, Zhang X. Electron-donating and rigid P-stereogenic bisphospholane ligands for highly enantioselective rhodium-catalyzed asymmetric hydrogenations. Angew Chem Int Ed Engl. 2010 Aug 23;49(36):6421-4. doi: 10.1002/anie.201002990. PubMed PMID: 20661983. 9: El-Sebae AH, Ahmed NS, Soliman SA. Effect of pre-exposure on acute toxicity of organophosphorus insecticides to white mice. J Environ Sci Health B. 1978;13(1):11-24. PubMed PMID: 75904. 10: Tadjer GS, Egyed MN. Detection of Cyolane in alfalfa pellets and rumen content of a cow. Bull Environ Contam Toxicol. 1974 Aug;12(2):173-6. PubMed PMID: 4433862. 11: El-Sebae AH, Soliman SA, Elamayem MA, Ahmed NS. Neurotoxicity of organophosphorus insecticides Leptophos and EPN. J Environ Sci Health B. 1977;12(4):269-87. PubMed PMID: 72768. 12: Bakry NM, Abou-Donia MB. Sequential thin-layer chromatography of phosfolan, mephosfolan and related compounds. J Anal Toxicol. 1980 Jul-Aug;4(4):212-4. PubMed PMID: 7464076. 13: Pianta A, Arvikar S, Strle K, Drouin EE, Wang Q, Costello CE, Steere AC. Evidence of the Immune Relevance of Prevotella copri, a Gut Microbe, in Patients With Rheumatoid Arthritis. Arthritis Rheumatol. 2017 May;69(5):964-975. doi: 10.1002/art.40003. Epub 2017 Apr 7. PubMed PMID: 27863183; PubMed Central PMCID: PMC5406252. 14: Kapoor IP, Blinn RC. Absorption, excretion, and metabolism of cyolane (phosfolan) systemic insecticide [(diethoxyphosphinyl)dithioimidocarbonic acid, cyclic ethylene ester] in the rat. J Agric Food Chem. 1977 Mar-Apr;25(2):413-7. PubMed PMID: 838983. 15: Kumar R, Burkhardt CC. Cyolane and cytrolane performance against pea aphids on alfalfa in two climatically different localities. J Econ Entomol. 1973 Feb;66(1):181-2. PubMed PMID: 4690265.

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