WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 592737
CAS#: 300-76-5
Description: Naled is an organophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.
MedKoo Cat#: 592737
Name: Naled
CAS#: 300-76-5
Chemical Formula: C4H7Br2Cl2O4P
Exact Mass: 377.7826
Molecular Weight: 380.7778
Elemental Analysis: C, 12.62; H, 1.85; Br, 41.97; Cl, 18.62; O, 16.81; P, 8.13
Synonym: Naled; OMS 75; Alvora; Bromchlophos; Bromex; Dibrom; Dibromfos; ENT 24988; Flibol Ex; HSDB 1148; Fosbrom; Hibrom; Ortho 4355;
IUPAC/Chemical Name: 1,2-dibromo-2,2-dichloroethyl dimethyl phosphate
InChi Key: VZLGXJFAPCKRHT-UHFFFAOYSA-L
InChi Code: InChI=1S/C4H8Br2Cl2O4P/c1-4(2,6,3(5,7)8)12-13(9,10)11/h1-2H3,(H2,9,10,11)/p-2
SMILES Code: O=P([O-])([O-])OC(Br)(C)(C)C(Cl)(Br)Cl
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: >3 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: 2934.99.03.00
| Biological target: | Naled is an organophosphate cholinesterase inhibitor. |
| In vitro activity: | TBD |
| In vivo activity: | A study was conducted to evaluate the impact of naled on honey bees as a result of their exposure to aerial ULV applications of this insecticide during three routine mosquito spray missions by Manatee County Mosquito Control District in Florida during the summer of 1999. The average yield of honey per hive was significantly lower (p < 0.05) for naled-exposed hives compared with unexposed hives. Reference: Arch Environ Contam Toxicol. 2003 Aug;45(2):216-20. https://pubmed.ncbi.nlm.nih.gov/14565579/ |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMF | 30.0 | 78.79 | |
| DMSO | 30.0 | 78.79 | |
| Ethanol | 30.0 | 78.79 | |
| Ethanol:PBS (pH 7.2) (1:4) | 0.2 | 0.53 |
The following data is based on the product molecular weight 380.7778 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.
| 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 |
| Formulation protocol: | 1. Zhong H, Latham M, Hester PG, Frommer RL, Brock C. Impact of naled on honey bee Apis mellifera L. survival and productivity: aerial ULV application using a flat-fan nozzle system. Arch Environ Contam Toxicol. 2003 Aug;45(2):216-20. doi: 10.1007/s00244-002-0185-8. PMID: 14565579. 2. Howard JJ, Oliver J. Impact of naled (Dibrom 14) on the mosquito vectors of eastern equine encephalitis virus. J Am Mosq Control Assoc. 1997 Dec;13(4):315-25. PMID: 9474556. |
| In vitro protocol: | TBD |
| In vivo protocol: | 1. Zhong H, Latham M, Hester PG, Frommer RL, Brock C. Impact of naled on honey bee Apis mellifera L. survival and productivity: aerial ULV application using a flat-fan nozzle system. Arch Environ Contam Toxicol. 2003 Aug;45(2):216-20. doi: 10.1007/s00244-002-0185-8. PMID: 14565579. 2. Howard JJ, Oliver J. Impact of naled (Dibrom 14) on the mosquito vectors of eastern equine encephalitis virus. J Am Mosq Control Assoc. 1997 Dec;13(4):315-25. PMID: 9474556. |
1: Hoang TC, Rand GM. Mosquito control insecticides: a probabilistic ecological risk assessment on drift exposures of naled, dichlorvos (naled metabolite) and permethrin to adult butterflies. Sci Total Environ. 2015 Jan 1;502:252-65. doi: 10.1016/j.scitotenv.2014.09.027. Epub 2014 Sep 26. PubMed PMID: 25261815.
2: Hoang TC, Rand GM. Acute toxicity and risk assessment of permethrin, naled, and dichlorvos to larval butterflies via ingestion of contaminated foliage. Chemosphere. 2015 Feb;120:714-21. doi: 10.1016/j.chemosphere.2014.10.040. Epub 2014 Nov 11. PubMed PMID: 25462317.
3: Bargar TA. Risk assessment for adult butterflies exposed to the mosquito control pesticide naled. Environ Toxicol Chem. 2012 Apr;31(4):885-91. doi: 10.1002/etc.1757. Epub 2012 Feb 24. PubMed PMID: 22278732.
4: Hsu PK, Huang LH, Geib SM, Hsu JC. Identification of a carboxylesterase associated with resistance to naled in Bactrocera dorsalis (Hendel). Pestic Biochem Physiol. 2016 Jul;131:24-31. doi: 10.1016/j.pestbp.2016.02.001. Epub 2016 Feb 4. PubMed PMID: 27265823.
5: Schleier JJ 3rd, Peterson RK. Deposition and air concentrations of permethrin and naled used for adult mosquito management. Arch Environ Contam Toxicol. 2010 Jan;58(1):105-11. doi: 10.1007/s00244-009-9353-4. Epub 2009 Jun 18. PubMed PMID: 19536586.
6: Schleier JJ 3rd, Peterson RK. Toxicity and risk of permethrin and naled to non-target insects after adult mosquito management. Ecotoxicology. 2010 Aug;19(6):1140-6. doi: 10.1007/s10646-010-0497-9. Epub 2010 Apr 29. PubMed PMID: 20429029.
7: Zhong H, Hribar LJ, Daniels JC, Feken MA, Brock C, Trager MD. Aerial ultra-low-volume application of naled: impact on nontarget imperiled butterfly larvae (Cyclargus thomasi bethunebakeri) and efficacy against adult mosquitoes (Aedes taeniorhynchus). Environ Entomol. 2010 Dec;39(6):1961-72. doi: 10.1603/EN10089. PubMed PMID: 22182563.
8: Gan Q, Singh RM, Jans U. Degradation of naled and dichlorvos promoted by reduced sulfur species in well-defined anoxic aqueous solutions. Environ Sci Technol. 2006 Feb 1;40(3):778-83. PubMed PMID: 16509318.
9: Phillips BM, Anderson BS, Voorhees JP, Siegler K, Denton D, TenBrook P, Larsen K, Isorena P, Tjeerdema RS. Monitoring the aquatic toxicity of mosquito vector control spray pesticides to freshwater receiving waters. Integr Environ Assess Manag. 2014 Jul;10(3):449-55. doi: 10.1002/ieam.1534. Epub 2014 May 29. PubMed PMID: 24659580.
10: Zhong H, Latham M, Payne S, Brock C. Minimizing the impact of the mosquito adulticide naled on honey bees, Apis mellifera (Hymenoptera: Apidae): aerial ultra-low-volume application using a high-pressure nozzle system. J Econ Entomol. 2004 Feb;97(1):1-7. PubMed PMID: 14998120.
11: Howard JJ, Oliver J. Impact of naled (Dibrom 14) on the mosquito vectors of eastern equine encephalitis virus. J Am Mosq Control Assoc. 1997 Dec;13(4):315-25. PubMed PMID: 9474556.
12: Dedek W, Scheybal A, Gabrio T, Kirst E. [Disintegration and elimination of 32P-naled in milk]. Nahrung. 1981;24(8):767-72. German. PubMed PMID: 7290169.
13: Tietze NS, Shaffer KR, Hester PG. Half-life of naled under three test scenarios. J Am Mosq Control Assoc. 1996 Jun;12(2 Pt 1):251-4. PubMed PMID: 8827601.
14: Zhong H, Latham M, Hester PG, Frommer RL, Brock C. Impact of naled on honey bee Apis mellifera L. survival and productivity: aerial ULV application using a flat-fan nozzle system. Arch Environ Contam Toxicol. 2003 Aug;45(2):216-20. PubMed PMID: 14565579.
15: Zhong H, Latham M. Development and validation of a rapid analytical method to quantify naled residue. J Am Mosq Control Assoc. 2001 Dec;17(4):225-30. PubMed PMID: 11804458.
16: Duprey Z, Rivers S, Luber G, Becker A, Blackmore C, Barr D, Weerasekera G, Kieszak S, Flanders WD, Rubin C. Community aerial mosquito control and naled exposure. J Am Mosq Control Assoc. 2008 Mar;24(1):42-6. PubMed PMID: 18437813.
17: Breidenbaugh MS, de Szalay FA. Effects of aerial applications of naled on nontarget insects at Parris Island, South Carolina. Environ Entomol. 2010 Apr;39(2):591-9. doi: 10.1603/EN09087. PubMed PMID: 20388292.
18: Moore CG. Impact of naled on the mosquito vectors of eastern equine encephalitis virus. J Am Mosq Control Assoc. 1998 Dec;14(4):482-4. PubMed PMID: 10084147.
19: Paul EA, Simonin HA. Effects of naled, synergized, and non-synergized resmethrin on the swimming performance of young trout. Bull Environ Contam Toxicol. 1996 Sep;57(3):495-502. PubMed PMID: 8672078.
20: Ross C, Olsen K, Henry M, Pierce R. Mosquito control pesticides and sea surface temperatures have differential effects on the survival and oxidative stress response of coral larvae. Ecotoxicology. 2015 Apr;24(3):540-52. doi: 10.1007/s10646-014-1402-8. Epub 2014 Dec 20. PubMed PMID: 25527297.
