Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H23N |
Molecular Weight | 181.3177 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CCC(CC1)NC2CCCCC2
InChI
InChIKey=XBPCUCUWBYBCDP-UHFFFAOYSA-N
InChI=1S/C12H23N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-13H,1-10H2
DescriptionCurator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6508744
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6508744
Dicyclohexylamine is an inhibitor of bacterial and mammalian spermidine synthase, an inhibitor of aminopropyltransferases, promotes ornithine decarboxylase activity possibly by the inhibition of spermidine biosynthesis. A possible antifungal agent in combination with 2,4,5-triochlorophenol.
CNS Activity
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6693872
Curator's Comment: The intraperitoneally injected Dicyclohexylamine was shown to cross the blood-brain barrier easily in rats
Originator
Sources: http://pubs.acs.org/doi/abs/10.1021/ie50335a011
Curator's Comment: Dicyclohexylamine has been known in the laboratory since 1893, when A. Baeyer reduced cyclohexanone oxime in absolute alcohol solution to cyclohexylamine by means of metallic sodium. # Bayer A
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0008295 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11728024 |
97.0 µM [IC50] | ||
Target ID: CHEMBL2429 Sources: http://www.ncbi.nlm.nih.gov/pubmed/7409140 |
0.2 µM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Epithelial-mesenchymal interactions and lung branching morphogenesis. Role of polyamines and transforming growth factor beta1. | 2001 |
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Spermidine is essential for normal proliferation of trypanosomatid protozoa. | 2001 Nov 23 |
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Ferrocene-1,1'-dicarboxylic acid as a building block in supramolecular chemistry: supramolecular structures in one, two and three dimensions. | 2002 Oct |
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[Binding of dicyclohexylamide derivatives of N-substituted aminocarboxylic acids with muscarinic cholinoreceptors and beta-adrenoreceptors]. | 2002 Sep-Oct |
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Effects of peripheral CCK receptor blockade on food intake in rats. | 2003 Aug |
|
Major intermediates in organophosphate synthesis (PCl3, POCl3, PSCl3, and their diethyl esters) are anticholinesterase agents directly or on activation. | 2003 Mar |
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In vitro effects of the dicyclohexylammonium salt of hyperforin on interleukin-6 release in different experimental models. | 2004 Jul |
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Simple amine/Pd(OAc)(2)-catalyzed suzuki coupling reactions of aryl bromides under mild aerobic conditions. | 2004 Jun 25 |
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The efficacy of inhibitors involved in spermidine metabolism in Plasmodium falciparum, Anopheles stephensi and Trypanosoma evansi. | 2004 Sep |
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Hyperforin inhibits cancer invasion and metastasis. | 2004 Sep 1 |
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Diastereoselective arylithium addition to an alpha-trifluoromethyl imine. Practical synthesis of a potent cathepsin K inhibitor. | 2006 May 26 |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Hyperforin blocks neutrophil activation of matrix metalloproteinase-9, motility and recruitment, and restrains inflammation-triggered angiogenesis and lung fibrosis. | 2007 May |
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Dicyclo-hexyl-ammonium bis-(chloro-difluoro-acetato-κO)cyclo-pentyl-diphenyl-stannate(IV). | 2008 Apr 23 |
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Uranium(IV) amide and halide derivatives of two tripodal tris(N-arylamido-dimethylsilyl)methanes. | 2010 Aug 7 |
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Direct observation of various reaction pathways of arylnitrenes in different crystal environments caused by acid-base complex formation. | 2010 Dec |
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The dicyclo-hexyl-amine salt of RG108 (N-phthalyl-l-tryptophan), a potential epigenetic modulator. | 2010 Nov 13 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/11728024
100 uM-200 uM of Dicyclohexylamine decreased P. falciparum strain NF54 parasitemias to 0% within 72 hours
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C011769
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4018
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3399
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m4376
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1A93RJW924
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DTXSID6025018
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Dicyclohexylamine
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SUBSTANCE RECORD