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MedKoo Cat#: 524226 | Name: Amidantel free base

Description:

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

Amidantel free base is a new aminophenylamidine with an interesting anthelminthic spectrum. In rodents the compound is active against nematodes, filariae and cestodes. Of special interest is the high efficacy in dogs against hookworms and large roundworms. Amidantel was well tolerated by all animals tested and did not show teratogenic effects.

Chemical Structure

Amidantel free base
Amidantel free base
CAS#49745-00-8 (free base)

Theoretical Analysis

MedKoo Cat#: 524226

Name: Amidantel free base

CAS#: 49745-00-8 (free base)

Chemical Formula: C13H19N3O2

Exact Mass: 249.1477

Molecular Weight: 249.31

Elemental Analysis: C, 62.63; H, 7.68; N, 16.85; O, 12.84

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 #
49745-00-8 (free base) 69884-15-7 (HCl)
Synonym
Amidantel; Amidantel free base; BAY d 8815; BAY d-8815; BAY d8815; BAYd 8815; BAYd-8815; BAYd8815;
IUPAC/Chemical Name
4'-((1-(Dimethylamino)ethylidene)amino)-2-methoxyacetanilide
InChi Key
MKFMTNNOZQXQBP-GXDHUFHOSA-N
InChi Code
InChI=1S/C13H19N3O2/c1-10(16(2)3)14-11-5-7-12(8-6-11)15-13(17)9-18-4/h5-8H,9H2,1-4H3,(H,15,17)/b14-10+
SMILES Code
O=C(NC1=CC=C(/N=C(N(C)C)\C)C=C1)COC
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, not in water
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
Related: 49745-00-8(Amidantel) 69884-15-7 (Amidantel hydrochloride).

Preparing Stock Solutions

The following data is based on the product molecular weight 249.31 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: Robertson AP, Puttachary S, Buxton SK, Martin RJ. Tribendimidine: mode of action and nAChR subtype selectivity in Ascaris and Oesophagostomum. PLoS Negl Trop Dis. 2015 Feb 13;9(2):e0003495. doi: 10.1371/journal.pntd.0003495. eCollection 2015 Feb. PubMed PMID: 25679515; PubMed Central PMCID: PMC4334517. 2: Duthaler U, Keiser J, Huwyler J. LC-MS/MS method for the determination of two metabolites of tribendimidine, deacylated amidantel and its acetylated metabolite in plasma, blood and dried blood spots. J Pharm Biomed Anal. 2015 Feb;105:163-73. doi: 10.1016/j.jpba.2014.12.006. Epub 2014 Dec 12. PubMed PMID: 25553533. 3: Kulke D, Krücken J, Harder A, von Samson-Himmelstjerna G. Efficacy of cyclooctadepsipeptides and aminophenylamidines against larval, immature and mature adult stages of a parasitologically characterized trichurosis model in mice. PLoS Negl Trop Dis. 2014 Feb 20;8(2):e2698. doi: 10.1371/journal.pntd.0002698. eCollection 2014 Feb. 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Advances with the Chinese anthelminthic drug tribendimidine in clinical trials and laboratory investigations. Acta Trop. 2013 May;126(2):115-26. doi: 10.1016/j.actatropica.2013.01.009. Epub 2013 Jan 23. Review. PubMed PMID: 23352956. 8: Kulke D, Krücken J, Demeler J, Harder A, Mehlhorn H, von Samson-Himmelstjerna G. In vitro efficacy of cyclooctadepsipepdtides and aminophenylamidines alone and in combination against third-stage larvae and adult worms of Nippostrongylus brasiliensis and first-stage larvae of Trichinella spiralis. Parasitol Res. 2013 Jan;112(1):335-45. doi: 10.1007/s00436-012-3141-1. Epub 2012 Oct 2. PubMed PMID: 23052772. 9: Kulke D, Krücken J, Welz C, von Samson-Himmelstjerna G, Harder A. In vivo efficacy of the anthelmintic tribendimidine against the cestode Hymenolepis microstoma in a controlled laboratory trial. Acta Trop. 2012 Aug;123(2):78-84. doi: 10.1016/j.actatropica.2012.03.008. Epub 2012 Apr 1. PubMed PMID: 22487754. 10: Tritten L, Nwosu U, Vargas M, Keiser J. In vitro and in vivo efficacy of tribendimidine and its metabolites alone and in combination against the hookworms Heligmosomoides bakeri and Ancylostoma ceylanicum. Acta Trop. 2012 Apr;122(1):101-7. doi: 10.1016/j.actatropica.2011.12.008. Epub 2011 Dec 24. PubMed PMID: 22210439. 11: Xue J, Xiao SH, Xu LL, Qiang HQ. The effect of tribendimidine and its metabolites against Necator americanus in golden hamsters and Nippostrongylus braziliensis in rats. Parasitol Res. 2010 Mar;106(4):775-81. doi: 10.1007/s00436-010-1748-7. Epub 2010 Feb 13. PubMed PMID: 20155372. 12: Xiao SH, Xue J, Xu LL, Zheng Q, Qiang HQ, Zhang YN. The in vitro and in vivo effect of tribendimidine and its metabolites against Clonorchis sinensis. Parasitol Res. 2009 Nov;105(6):1497-507. doi: 10.1007/s00436-009-1579-6. Epub 2009 Aug 5. PubMed PMID: 19655171. 13: Hassoni AA, Kerkut GA, Walker RJ. Evidence that levamisole, pyrantel, morantel, amidantel, deacylated amidantel and hycanthone may act on acetylcholine receptors of central neurones of Helix aspersa. Comp Biochem Physiol C. 1988;91(2):525-33. PubMed PMID: 2905966. 14: Ren HN, Cheng BZ, Zhuang ZN. [Experimental therapeutic efficacy of a new anti-hookworm drug, tribendimidin]. Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi. 1987;5(4):262-4. Chinese. PubMed PMID: 3155384. 15: Qiu ZY, Su YF, Wu JX, Luo YC. [Embryotoxicity of amidantel in mice]. Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi. 1986;4(4):267-8. Chinese. PubMed PMID: 3568300. 16: Tomlinson G, Albuquerque CA, Woods RA. The effects of amidantel (BAY d 8815) and its deacylated derivative (BAY d 9216) on Caenorhabditis elegans. Eur J Pharmacol. 1985 Jul 17;113(2):255-62. PubMed PMID: 3840091. 17: Rim HJ, Joo KH, Kim YY, Lee JS, Song SD. Anthelmintic effect of amidental (Bay d 8815) against Ancylostoma duodenale infection. Kisaengchunghak Chapchi. 1980 Jun;18(1):24-36. PubMed PMID: 12902739. 18: Thomas H. The efficacy of amidantel, a new anthelmintic, on hookworms and ascarids in dogs. Tropenmed Parasitol. 1979 Sep;30(3):404-8. PubMed PMID: 295548. 19: Wollweber H, Niemers E, Flucke W, Andrews P, Schulz HP, Thomas H. Amidantel, a potent anthelminthic from a new chemical class. Arzneimittelforschung. 1979;29(1):31-2. PubMed PMID: 582114.

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