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

MedKoo CAT#: 412410

CAS#: 3766-81-2

Description: Fenobucarb is a carbamate insecticide. A pale yellow or pale red liquid, insoluble in water; used as an agricultural insecticide on rice and cotton and moderately toxic for humans.

Chemical Structure

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Fenobucarb
CAS# 3766-81-2
Instruction

Theoretical Analysis

MedKoo Cat#: 412410
Name: Fenobucarb
CAS#: 3766-81-2
Chemical Formula: C12H17NO2
Exact Mass: 207.13
Molecular Weight: 207.270
Elemental Analysis: C, 69.54; H, 8.27; N, 6.76; O, 15.44

Price and Availability

Size Price Availability Quantity
250mg USD 250 2 Weeks
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Synonym: Fenobucarb; BAY41637; BAY-41637; BAY 41637

IUPAC/Chemical Name: 2-(sec-butyl)phenyl methylcarbamate

InChi Key: DIRFUJHNVNOBMY-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)

SMILES Code: CCC(c1c(OC(NC)=O)cccc1)C

Appearance: Oil

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 207.27 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Zhu XY, Wu YY, Xia B, Dai MZ, Huang YF, Yang H, Li CQ, Li P. Fenobucarb- induced developmental neurotoxicity and mechanisms in zebrafish. Neurotoxicology. 2020 Jul;79:11-19. doi: 10.1016/j.neuro.2020.03.013. Epub 2020 Apr 2. PMID: 32247646.


2: Zhu XY, Xia B, Wu YY, Yang H, Li CQ, Li P. Fenobucarb induces heart failure and cerebral hemorrhage in zebrafish. Aquat Toxicol. 2019 Apr;209:34-41. doi: 10.1016/j.aquatox.2018.12.020. Epub 2019 Jan 3. PMID: 30685545.


3: Silberman J, Taylor A. Carbamate Toxicity. 2023 May 1. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2023 Jan–. PMID: 29489157.


4: Kim I, Kim DU, Kim NH, Ka JO. Isolation and characterization of fenobucarb- degrading bacteria from rice paddy soils. Biodegradation. 2014 Jun;25(3):383-94. doi: 10.1007/s10532-013-9667-9. Epub 2013 Nov 6. PMID: 24197220.


5: He Z, Li C, Xia W, Wang Z, Li R, Zhang Y, Wang M. Comprehensive Enantioselectivity Evaluation of Insecticidal Activity and Mammalian Toxicity of Fenobucarb. J Agric Food Chem. 2022 May 4;70(17):5330-5338. doi: 10.1021/acs.jafc.2c00093. Epub 2022 Apr 22. PMID: 35451821.


6: Ma S, Zhang H, Li F, Zhao P, Yin S, Sun J, Xu J, Wang Z, Xu X, Di X. Systemic Stereoselectivity Study of Fenobucarb: Environmental Behaviors in Greenhouse Vegetables, Fruits, Earthworms, and Soils and Its Cytotoxicity. J Agric Food Chem. 2022 Feb 23;70(7):2127-2135. doi: 10.1021/acs.jafc.1c06420. Epub 2022 Feb 9. PMID: 35138837.


7: Park KH, Choi JH, Abd El-Aty AM, Musfiqur Rahman M, Jang J, Ko AY, Kwon KS, Park HR, Kim HS, Shim JH. Quantifying fenobucarb residue levels in beef muscles using liquid chromatography-tandem mass spectrometry and QuEChERS sample preparation. Food Chem. 2013 Jun 15;138(4):2306-11. doi: 10.1016/j.foodchem.2012.12.029. Epub 2013 Jan 7. PMID: 23497890.


8: Zheng W, Park JA, Zhang D, Abd El-Aty AM, Kim SK, Cho SH, Choi JM, Shim JH, Chang BJ, Kim JS, Shin HC. Determination of fenobucarb residues in animal and aquatic food products using liquid chromatography-tandem mass spectrometry coupled with a QuEChERS extraction method. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Jul 15;1058:1-7. doi: 10.1016/j.jchromb.2017.05.008. Epub 2017 May 10. PMID: 28514648.


9: Janský L, Reymanová P, Kopecký J. Dynamics of cytokine production in human peripheral blood mononuclear cells stimulated by LPS or infected by Borrelia. Physiol Res. 2003;52(6):593-8. PMID: 14964289.


10: Chormey DS. Validation and green profile assessment of a binary solvent liquid phase microextraction method for the determination of chlorbenside and fenobucarb in lake and wastewater samples by GC-MS. Environ Sci Pollut Res Int. 2023 Mar;30(15):44697-44705. doi: 10.1007/s11356-023-25487-7. Epub 2023 Jan 25. PMID: 36696066.


11: Van Cong N, Phuong NT, Bayley M. Sensitivity of brain cholinesterase activity to diazinon (BASUDIN 50EC) and fenobucarb (BASSA 50EC) insecticides in the air-breathing fish Channa striata (Bloch, 1793). Environ Toxicol Chem. 2006 May;25(5):1418-25. doi: 10.1897/05-364r.1. PMID: 16704077.


12: Della Pelle F, Angelini C, Sergi M, Del Carlo M, Pepe A, Compagnone D. Nano carbon black-based screen printed sensor for carbofuran, isoprocarb, carbaryl and fenobucarb detection: application to grain samples. Talanta. 2018 Aug 15;186:389-396. doi: 10.1016/j.talanta.2018.04.082. Epub 2018 Apr 30. PMID: 29784378.


13: Tam NT, Berg H, Laureus J, Cong NV, Tedengren M. Effects of Sequential Applications of Bassa 50EC (Fenobucarb) and Vitashield 40EC (Chlorpyrifos ethyl) on Acetylcholinesterase Activity in Climbing Perch (Anabas testudineus) Cultured in Rice Fields in the Mekong Delta, Vietnam. Bull Environ Contam Toxicol. 2016 Jul;97(1):98-104. doi: 10.1007/s00128-016-1796-5. Epub 2016 Apr 13. PMID: 27075585.


14: Kubota S, Shono Y, Matsunaga T, Tsunoda K. Response of the subterranean termite Coptotermes formosanus (Isoptera: Rhinotermitidae) to soil treated with microencapsulated fenobucarb. Pest Manag Sci. 2007 Dec;63(12):1224-9. doi: 10.1002/ps.1442. PMID: 17912685.


15: Tam NT, Berg H, Van Cong N. Evaluation of the joint toxicity of chlorpyrifos ethyl and fenobucarb on climbing perch (Anabas testudineus) from rice fields in the Mekong Delta, Vietnam. Environ Sci Pollut Res Int. 2018 May;25(14):13226-13234. doi: 10.1007/s11356-016-6980-y. Epub 2016 Jun 2. PMID: 27250094.


16: Satoh M, Sakaguchi M, Kobata M, Sakaguchi Y, Tanizawa H, Miura Y, Sasano R, Nakanishi Y. [Effects of rice cleaning and cooking process on the residues of flutolanil, fenobucarb, silafluofen and buprofezin in rice]. Shokuhin Eiseigaku Zasshi. 2003 Feb;44(1):7-12. Japanese. doi: 10.3358/shokueishi.44.7. PMID: 12749190.


17: Chattopadhyay P, Banerjee G, Mukherjee S. Recent trends of modern bacterial insecticides for pest control practice in integrated crop management system. 3 Biotech. 2017 May;7(1):60. doi: 10.1007/s13205-017-0717-6. Epub 2017 Apr 25. PMID: 28444605; PMCID: PMC5428101.


18: Pucher J, Gut T, Mayrhofer R, El-Matbouli M, Viet PH, Ngoc NT, Lamers M, Streck T, Focken U. Pesticide-contaminated feeds in integrated grass carp aquaculture: toxicology and bioaccumulation. Dis Aquat Organ. 2014 Feb 19;108(2):137-47. doi: 10.3354/dao02710. PMID: 24553419.


19: Glatfelter GC, Jones AJ, Rajnarayanan RV, Dubocovich ML. Pharmacological Actions of Carbamate Insecticides at Mammalian Melatonin Receptors. J Pharmacol Exp Ther. 2021 Feb;376(2):306-321. doi: 10.1124/jpet.120.000065. Epub 2020 Nov 17. PMID: 33203660; PMCID: PMC7841424.


20: Lamb T, Selvarajah LR, Mohamed F, Jayamanne S, Gawarammana I, Mostafa A, Buckley NA, Roberts MS, Eddleston M. High lethality and minimal variation after acute self-poisoning with carbamate insecticides in Sri Lanka - implications for global suicide prevention. Clin Toxicol (Phila). 2016 Sep;54(8):624-31. doi: 10.1080/15563650.2016.1187735. Epub 2016 Jun 2. PMID: 27252029; PMCID: PMC4950420.