MedKoo Cat#: 558098 | Name: Dicrotophos
Featured

Description:

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

Dicrotophos is a systemic insecticide with a large range of applications.

Chemical Structure

Dicrotophos
CAS#141-66-2

Theoretical Analysis

MedKoo Cat#: 558098

Name: Dicrotophos

CAS#: 141-66-2

Chemical Formula: C8H16NO5P

Exact Mass: 237.0800

Molecular Weight: 237.19

Elemental Analysis: C, 40.51; H, 6.80; N, 5.91; O, 33.73; P, 13.06

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Carbicron; Carbomicron; Diapadrin; Dicrotofos;
IUPAC/Chemical Name
(E)-3-(Dimethylamino)-1-methyl-3-oxoprop-1-enyl dimethyl phosphate
InChi Key
VEENJGZXVHKXNB-VOTSOKGWSA-N
InChi Code
InChI=1S/C8H16NO5P/c1-7(6-8(10)9(2)3)14-15(11,12-4)13-5/h6H,1-5H3/b7-6+
SMILES Code
O=P(OC)(O/C(C)=C/C(N(C)C)=O)OC
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 237.19 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: Wu JC, Chye SM, Shih MK, Chen CH, Yang HL, Chen SC. Genotoxicity of dicrotophos, an organophosphorous pesticide, assessed with different assays in vitro. Environ Toxicol. 2012 May;27(5):307-15. doi: 10.1002/tox.20645. Epub 2010 Dec 8. PubMed PMID: 22499550. 2: Nurulain SM, Ojha S, Shafiullah M, Khan N, Oz M, Sadek B. Protective effects of the antihistamine promethazine aginst acute paraxon-methyl and dicrotophos toxicity in adult rats. Int J Clin Exp Med. 2015 Oct 15;8(10):17891-901. eCollection 2015. PubMed PMID: 26770383; PubMed Central PMCID: PMC4694283. 3: Heffernan J, Mineau P, Falk R, Wickstrom M. Combined effect of short-term dehydration and sublethal acute oral dicrotophos exposure confounds the diagnosis of anticholinesterase exposure in common quail (Coturnix coturnix) using plasma cholinesterase activity. J Wildl Dis. 2012 Jul;48(3):695-706. PubMed PMID: 22740535. 4: Barbosa PRR, Michaud JP, Rodrigues ARS, Torres JB. Dual resistance to lambda-cyhalothrin and dicrotophos in Hippodamia convergens (Coleoptera: Coccinellidae). Chemosphere. 2016 Sep;159:1-9. doi: 10.1016/j.chemosphere.2016.05.075. Epub 2016 Jun 3. PubMed PMID: 27266835. 5: Kilpatrick AL, Hagerty AM, Turnipseed SG, Sullivan MJ, Bridges WC Jr. Activity of selected neonicotinoids and dicrotophos on nontarget arthropods in cotton: implications in insect management. J Econ Entomol. 2005 Jun;98(3):814-20. PubMed PMID: 16022310. 6: Moser VC. Age-related differences in acute neurotoxicity produced by mevinphos, monocrotophos, dicrotophos, and phosphamidon. Neurotoxicol Teratol. 2011 Jul-Aug;33(4):451-7. doi: 10.1016/j.ntt.2011.05.012. Epub 2011 Jun 12. PubMed PMID: 21679767. 7: Garrison JC, Wyttenbach CR. Teratogenic effects of the organophosphate insecticide dicrotophos (Bidrin): histological characterization of defects. Anat Rec. 1985 Nov;213(3):464-72. PubMed PMID: 3840961. 8: Ahmad N. The electro-cardiographic changes in organophosphate poisoning (dicrotophos "Carbicron")--a case report. J Pak Med Assoc. 1980 Feb;30(2):44-50. PubMed PMID: 6770120. 9: Maul JD, Farris JL. Monitoring exposure of passerines to acephate, dicrotophos, and malathion using cholinesterase reactivation. Bull Environ Contam Toxicol. 2004 Oct;73(4):682-9. PubMed PMID: 15389333. 10: Grue CE, Shipley BK. Sensitivity of nestling and adult starlings to dicrotophos, an organophosphate pesticide. Environ Res. 1984 Dec;35(2):454-65. PubMed PMID: 6510394. 11: Flickinger EL, White DH, Mitchell CA, Lamont TG. Monocrotophos and dicrotophos residues in birds as a result of misuse of organophosphates in Matagorda County, Texas. J Assoc Off Anal Chem. 1984 Jul-Aug;67(4):827-8. PubMed PMID: 6469917. 12: Ruark CD, Chapleau RR, Mahle DA, Gearhart JM. Organophosphorus Inhibition and Characterization of Recombinant Guinea Pig Acetylcholinesterase. Protein Pept Lett. 2015;22(10):862-8. PubMed PMID: 26216268. 13: Mitchell CA, White DH, Kolbe EJ, Biever RC. Dicrotophos poisoning of great-tailed grackles in Texas. J Wildl Dis. 1984 Jul;20(3):256-7. PubMed PMID: 6492334. 14: Siripattanakul-Ratpukdi S, Vangnai AS, Sangthean P, Singkibut S. Profenofos insecticide degradation by novel microbial consortium and isolates enriched from contaminated chili farm soil. Environ Sci Pollut Res Int. 2015 Jan;22(1):320-8. doi: 10.1007/s11356-014-3354-1. Epub 2014 Jul 29. PubMed PMID: 25065481. 15: Meiniel R, Lavergne J, Autissier-Navarro C. [Teratogenic effect of dicrotophos on the embryonic chick tibia ; histological and cytological studies (author's transl)]. Toxicol Eur Res. 1979 May;2(3):133-40. French. PubMed PMID: 531884. 16: Garrison JC, Wyttenbach CR. Notochordal development as influenced by the insecticide dicrotophos (Bidrin). J Exp Zool. 1985 May;234(2):243-50. PubMed PMID: 3998683. 17: Autissier-Navarro C, Meiniel R. [Action of dicrotophos on the development in vitro of the tibia of chick embryo]. C R Seances Soc Biol Fil. 1977;171(6):1235-9. French. PubMed PMID: 148954. 18: Sreedhar NY, Rajendra Kumar Reddy P, Subba Reddy GV, Reddy SJ. Differential pulse polarographic determination of dicrotophos, crotoxyphos and chlorfenvinphos in grains and soils. Talanta. 1997 Oct;44(10):1859-63. doi: 10.1016/S0039-9140(97)00081-7. PubMed PMID: 18966927. 19: Rosales J, Dousse R, Becker A. [Colorimetric determinations of vinyl phosphate insecticides, dicrotophos (dimethyl-2-dimethylcarbamoyl-1-methylvinyl-phosphate) and monocrotophos (dimethyl-2-methyl-carbamoyl-1-methylvinyl-phosphate)]. Anal Chim Acta. 1971 Aug;56(1):127-35. German. PubMed PMID: 5129572. 20: Merkel EP, DeBarr GL. Trunk implantations of dicrotophos for cone-insect control in slash pine seed production stands. J Econ Entomol. 1971 Oct;64(5):1295-8. PubMed PMID: 5122353.