Adamantanine

For research use only. Not for therapeutic Use.

  • CAT Number: I014027
  • CAS Number: 42381-05-5
  • Molecular Formula: C11H17NO2
  • Molecular Weight: 195.26
  • Purity: ≥95%
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Adamantanine (Cat.No:I014027) is an inhibitor of amino acid transport.


Catalog Number I014027
CAS Number 42381-05-5
Synonyms

NSC 145160; NSC145160; NSC-145160; Adamantanine;;2-Aminoadamantane-2-carboxylic acid

Molecular Formula C11H17NO2
Purity ≥95%
Target Aminopeptidase
Solubility Soluble in DMSO
IUPAC Name 2-aminoadamantane-2-carboxylic acid
InChI InChI=1S/C11H17NO2/c12-11(10(13)14)8-2-6-1-7(4-8)5-9(11)3-6/h6-9H,1-5,12H2,(H,13,14)
InChIKey WQMQRNCPZFUGID-UHFFFAOYSA-N
SMILES O=C(C1(N)C2CC3CC(C2)CC1C3)O
Reference

</br> 1: Thomaston JL, DeGrado WF. Crystal structure of the drug-resistant S31N influenza M2 proton channel. Protein Sci. 2016 Aug;25(8):1551-4. doi: 10.1002/pro.2937. Epub 2016 May 17. PubMed PMID: 27082171; PubMed Central PMCID: PMC4972211.</br> 2: Szcześniak P, Pieczykolan M, Stecko S. The Synthesis of α,α-Disubstituted α-Amino Acids via Ichikawa Rearrangement. J Org Chem. 2016 Feb 5;81(3):1057-74. doi: 10.1021/acs.joc.5b02628. Epub 2016 Jan 12. PubMed PMID: 26726732.</br> 3: Cai J, Wang X, Zhao B, Yao W, Wang X, Zhu Q, Zeng M. Prevalence, genetic drift of haemagglutinin, and antiviral resistance of influenza A/H3N2 viruses circulating in Shanghai in children during 2009-2012. J Med Virol. 2014 Jun;86(6):1026-33. doi: 10.1002/jmv.23854. Epub 2014 Feb 13. PubMed PMID: 24523140.</br> 4: Wang L, Lei J, Ma R, Ju H. Host-guest interaction of adamantine with a β-cyclodextrin-functionalized AuPd bimetallic nanoprobe for ultrasensitive electrochemical immunoassay of small molecules. Anal Chem. 2013 Jul 2;85(13):6505-10. doi: 10.1021/ac401105p. Epub 2013 Jun 14. PubMed PMID: 23725199.</br> 5: Kiselev OI, Komissarov AB, Stukova MA, Buzitskaia ZhV, Pisareva MM, Elpaeva EA, Danilenko DM, Konovalova NI, Gudkova TM, Grigor’eva VA, Smirnova TS, Slita AV, Romanovskaia-Roman’ko EA, Tsybalova LM, Sominina AA, Eropkin MIu, Grudinin MP. [The 2009 pandemic influenza in Russia. I. Diagnosis and molecular biological characteristics of the virus]. Vopr Virusol. 2011 Jan-Feb;56(1):17-21. Russian. PubMed PMID: 21427949.</br> 6: Hurt AC, Selleck P, Komadina N, Shaw R, Brown L, Barr IG. Susceptibility of highly pathogenic A(H5N1) avian influenza viruses to the neuraminidase inhibitors and adamantanes. Antiviral Res. 2007 Mar;73(3):228-31. Epub 2006 Nov 10. PubMed PMID: 17112602.</br> 7: Hanin S, Adam P, Kowalewski I, Huc AY, Carpentier B, Albrecht P. Bridgehead alkylated 2-thiaadamantanes: novel markers for sulfurisation processes occurring under high thermal stress in deep petroleum reservoirs. Chem Commun (Camb). 2002 Aug 21;(16):1750-1. PubMed PMID: 12196981.</br> 8: Nagasawa HT, Elberling JA, Shirota FN. Latentiated forms of the transport-inhibitory alpha-amino acid adamantanine. J Pharm Sci. 1980 Sep;69(9):1022-5. PubMed PMID: 6106053.</br> 9: Nagasawa HT, Elberling JA, Shirota FN. Potential latentiation forms of biologically active compounds based on action of leucine aminopeptidase. Dipeptide derivatives of the tricycloaliphatic alpha-amino acid, adamantanine. J Med Chem. 1975 Aug;18(8):826-30. PubMed PMID: 1159700. </br> </br>

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