MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 463012 | Name: Amiprophos

Description:

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

Amiprophos is used as antimicrotubule herbicide for the production of double haploid plants from anther-derived maize callus.

Chemical Structure

Amiprophos
Amiprophos
CAS#33857-23-7

Theoretical Analysis

MedKoo Cat#: 463012

Name: Amiprophos

CAS#: 33857-23-7

Chemical Formula: C12H19N2O4PS

Exact Mass: 318.0803

Molecular Weight: 318.33

Elemental Analysis: C, 45.28; H, 6.02; N, 8.80; O, 20.10; P, 9.73; S, 10.07

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
33857-23-7; 36001-88-4 (methyl)
Synonym
Amiprophos;
IUPAC/Chemical Name
O-ethyl O-(4-methyl-2-nitrophenyl) isopropylphosphoramidothioate
InChi Key
BFFLCMLOXQNHJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H19N2O4PS/c1-5-17-19(20,13-9(2)3)18-12-7-6-10(4)8-11(12)14(15)16/h6-9H,5H2,1-4H3,(H,13,20)
SMILES Code
CCOP(NC(C)C)(Oc1c([N+]([O-])=O)cc(C)cc1)=S
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 318.33 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: Yang S, Zeng K, Luo L, Qian W, Wang Z, Doležel J, Zhang M, Gao X, Deng Z. A flow cytometry-based analysis to establish a cell cycle synchronization protocol for Saccharum spp. Sci Rep. 2020 Mar 19;10(1):5016. doi: 10.1038/s41598-020-62086-9. PMID: 32193460; PMCID: PMC7081271. 2: Horinouchi Y, Togashi T. Characteristics of mitosis in the gametophyte cells of the marine green alga Monostroma angicava. Bot Stud. 2019 Jun 20;60(1):8. doi: 10.1186/s40529-019-0256-z. PMID: 31222467; PMCID: PMC6586733. 3: Samant M, Chadha N, Tiwari AK, Hasija Y. In Silico Designing and Analysis of Inhibitors against Target Protein Identified through Host-Pathogen Protein Interactions in Malaria. Int J Med Chem. 2016;2016:2741038. doi: 10.1155/2016/2741038. Epub 2016 Jan 18. PMID: 27057354; PMCID: PMC4739458. 4: Temel A, Gozukirmizi N. CYTOTOXIC EFFECTS OF METAPHASE-ARRESTING METHODS IN BARLEY. Tsitol Genet. 2015 Nov-Dec;49(6):43-9. PMID: 26841493. 5: Niimi H, Watanabe M, Serizawa H, Koba T, Nakamura I, Mii M. Amiprophosmethyl- induced efficient in vitro production of polyploids in raphanobrassica with the aid of aminoethoxyvinylglycine (AVG) in the culture medium. Breed Sci. 2015 Dec;65(5):396-402. doi: 10.1270/jsbbs.65.396. Epub 2015 Dec 1. PMID: 26719742; PMCID: PMC4671700. 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: Lakshmanan PS, Eeckhaut T, Van Huylenbroeck J, Van Bockstaele E. Micronucleation by mitosis inhibitors in developing microspores of Spathiphyllum wallisii Regel. Plant Cell Rep. 2013 Mar;32(3):369-77. doi: 10.1007/s00299-012-1370-5. Epub 2012 Nov 21. PMID: 23179462. 8: 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. 9: Ma C, Tran J, Gu F, Ochoa R, Li C, Sept D, Werbovetz K, Morrissette N. Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin. Antimicrob Agents Chemother. 2010 Apr;54(4):1453-60. doi: 10.1128/AAC.01150-09. Epub 2010 Feb 9. PMID: 20145086; PMCID: PMC2849357. 10: Häntzschel KR, Weber G. Blockage of mitosis in maize root tips using colchicine-alternatives. Protoplasma. 2010 May;241(1-4):99-104. doi: 10.1007/s00709-009-0103-2. Epub 2010 Feb 3. PMID: 20127377. 11: Jiang F, Wang ZY, Peng YK. APM induced the chromosome structure variation and proteome change of root meristems in Allium staivum. Fen Zi Xi Bao Sheng Wu Xue Bao. 2008 Dec;41(6):482-8. PMID: 19137820. 12: Pintos B, Manzanera JA, Bueno MA. Antimitotic agents increase the production of doubled-haploid embryos from cork oak anther culture. J Plant Physiol. 2007 Dec;164(12):1595-604. doi: 10.1016/j.jplph.2006.11.012. Epub 2007 May 7. PMID: 17485138. 13: Sardar HS, Yang J, Showalter AM. Molecular interactions of arabinogalactan proteins with cortical microtubules and F-actin in Bright Yellow-2 tobacco cultured cells. Plant Physiol. 2006 Dec;142(4):1469-79. doi: 10.1104/pp.106.088716. Epub 2006 Oct 20. PMID: 17056757; PMCID: PMC1676048. 14: Zhang Q, Liu J, Deng X. Isolation of microprotoplasts from a partially synchronized suspension culture of Citrus unshiu. J Plant Physiol. 2006 Nov;163(11):1185-92. doi: 10.1016/j.jplph.2005.09.003. Epub 2005 Oct 26. PMID: 17032620. 15: Fennell BJ, Naughton JA, Dempsey E, Bell A. Cellular and molecular actions of dinitroaniline and phosphorothioamidate herbicides on Plasmodium falciparum: tubulin as a specific antimalarial target. Mol Biochem Parasitol. 2006 Feb;145(2):226-38. doi: 10.1016/j.molbiopara.2005.08.020. Epub 2005 Dec 13. PMID: 16406111. 16: Aichinger N, Lütz-Meindl U. Organelle interactions and possible degradation pathways visualized in high-pressure frozen algal cells. J Microsc. 2005 Aug;219(Pt 2):86-94. doi: 10.1111/j.1365-2818.2005.01496.x. PMID: 16159344. 17: Van Damme D, Van Poucke K, Boutant E, Ritzenthaler C, Inzé D, Geelen D. In vivo dynamics and differential microtubule-binding activities of MAP65 proteins. Plant Physiol. 2004 Dec;136(4):3956-67. doi: 10.1104/pp.104.051623. Epub 2004 Nov 19. PMID: 15557096; PMCID: PMC535828. 18: Kwok EY, Hanson MR. Microfilaments and microtubules control the morphology and movement of non-green plastids and stromules in Nicotiana tabacum. Plant J. 2003 Jul;35(1):16-26. doi: 10.1046/j.1365-313x.2003.01777.x. PMID: 12834398. 19: Mitrofanova IV, Zilbervarg IR, Yemets AI, Mitrofanova OV, Blume YB. The effect of dinitroaniline and phosphorothioamidate herbicides on polyploidisation in vitro of Nepeta plants. Cell Biol Int. 2003;27(3):229-31. doi: 10.1016/s1065-6995(02)00317-7. PMID: 12681318. 20: Cowan CR, Cande WZ. Meiotic telomere clustering is inhibited by colchicine but does not require cytoplasmic microtubules. J Cell Sci. 2002 Oct 1;115(Pt 19):3747-56. doi: 10.1242/jcs.00055. PMID: 12235285.