Butamifos | CAS#36335-67-8 | anti-tubulin herbicide

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

MedKoo CAT#: 461629

CAS#: 36335-67-8

Description: Butamifos is an anti-tubulin herbicide.

Chemical Structure

Butamifos

CAS# 36335-67-8

Instruction

Theoretical Analysis

MedKoo Cat#: 461629
Name: Butamifos
CAS#: 36335-67-8
Chemical Formula: C13H21N2O4PS
Exact Mass: 332.10
Molecular Weight: 332.350
Elemental Analysis: C, 46.98; H, 6.37; N, 8.43; O, 19.26; P, 9.32; S, 9.65

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 540	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Butamifos; Cremart; H 26905; H-26905; H26905; Kremart; Metacrefos; S 28; S-28; S28; S 2846; S-2846; S2846;

IUPAC/Chemical Name: O-ethyl O-(5-methyl-2-nitrophenyl) sec-butylphosphoramidothioate

InChi Key: OEYOMNZEMCPTKN-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H21N2O4PS/c1-5-11(4)14-20(21,18-6-2)19-13-9-10(3)7-8-12(13)15(16)17/h7-9,11H,5-6H2,1-4H3,(H,14,21)

SMILES Code: S=P(OC1=CC(C)=CC=C1[N+]([O-])=O)(NC(C)CC)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: >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

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 332.35 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:
In vitro protocol:
In vivo protocol:

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1: Kamoshita M, Kosaka K, Endo O, Asami M, Aizawa T. Mutagenic activities of a chlorination by-product of butamifos, its structural isomer, and their related compounds. Chemosphere. 2010 Jan;78(4):482-7. doi: 10.1016/j.chemosphere.2009.10.002. Epub 2009 Oct 27. PMID: 19863995.

2: Pehar V, Kolić D, Zandona A, Šinko G, Katalinić M, Stepanić V, Kovarik Z. Selected herbicides screened for toxicity and analysed as inhibitors of both cholinesterases. Chem Biol Interact. 2023 Jul 1;379:110506. doi: 10.1016/j.cbi.2023.110506. Epub 2023 May 2. PMID: 37141932.

3: Hlaing TS, Kondo H, Deguchi A, Miyoshi K. Induction of adventitious shoots and tetraploids in Antirrhinum majus L. by treatment of antimitotic agents in vitro without plant growth regulators. Plant Biotechnol (Tokyo). 2021 Mar 25;38(1):145-152. doi: 10.5511/plantbiotechnology.20.0731a. PMID: 34177334; PMCID: PMC8215452.

4: Li R, Liu Y, Zhang J, Chen K, Li S, Jiang J. An isofenphos-methyl hydrolase (Imh) capable of hydrolyzing the P-O-Z moiety of organophosphorus pesticides containing an aryl or heterocyclic group. Appl Microbiol Biotechnol. 2012 Jun;94(6):1553-64. doi: 10.1007/s00253-011-3709-1. Epub 2011 Nov 27. PMID: 22120622.

5: Kojima H, Sata F, Takeuchi S, Sueyoshi T, Nagai T. Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. Toxicology. 2011 Feb 27;280(3):77-87. doi: 10.1016/j.tox.2010.11.008. Epub 2010 Nov 27. PMID: 21115097.

6: Mara C, Dempsey E, Bell A, Barlow JW. Synthesis and evaluation of phenoxyoxazaphospholidine, phenoxyoxazaphosphinane, and benzodioxaphosphininamine sulfides and related compounds as potential anti- malarial agents. Bioorg Med Chem Lett. 2013 Jun 15;23(12):3580-3. doi: 10.1016/j.bmcl.2013.04.026. Epub 2013 Apr 17. PMID: 23659857.

7: Mara C, Dempsey E, Bell A, Barlow JW. Synthesis and evaluation of phosphoramidate and phosphorothioamidate analogues of amiprophos methyl as potential antimalarial agents. Bioorg Med Chem Lett. 2011 Oct 15;21(20):6180-3. doi: 10.1016/j.bmcl.2011.07.088. Epub 2011 Jul 29. PMID: 21889338.

8: Mine I, Anota Y, Menzel D, Okuda K. Poly(A)+ RNA and cytoskeleton during cyst formation in the cap ray of Acetabularia peniculus. Protoplasma. 2005 Dec;226(3-4):199-206. doi: 10.1007/s00709-005-0098-2. Epub 2005 Oct 26. PMID: 16244809.

9: Perrine-Walker FM, Lartaud M, Kouchi H, Ridge RW. Microtubule array formation during root hair infection thread initiation and elongation in the Mesorhizobium-Lotus symbiosis. Protoplasma. 2014 Sep;251(5):1099-111. doi: 10.1007/s00709-014-0618-z. Epub 2014 Feb 2. PMID: 24488109.

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