DICYCLOHEXYLAMINE

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

Structure Search

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

HIDE SMILES / InChI

Description
Sources: http://www.mpbio.com/detailed_info.php?family_key=02150877&country=176
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
spermidine biosynthetic process 1 Target ID: GO:0008295 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11728024	Inhibitor 8297		97.0 µM [IC50]
Spermidine synthase 2 Target ID: CHEMBL2429 Sources: http://www.ncbi.nlm.nih.gov/pubmed/7409140	Inhibitor 8297		0.2 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Plasmodium falciparum malaria 63 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11728024	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Epithelial-mesenchymal interactions and lung branching morphogenesis. Role of polyamines and transforming growth factor beta1.	2001	11512636
Spermidine is essential for normal proliferation of trypanosomatid protozoa.	2001 Nov 23	11728444
Ferrocene-1,1'-dicarboxylic acid as a building block in supramolecular chemistry: supramolecular structures in one, two and three dimensions.	2002 Oct	12324691
[Binding of dicyclohexylamide derivatives of N-substituted aminocarboxylic acids with muscarinic cholinoreceptors and beta-adrenoreceptors].	2002 Sep-Oct	12596513
Effects of peripheral CCK receptor blockade on food intake in rats.	2003 Aug	12738611
Major intermediates in organophosphate synthesis (PCl3, POCl3, PSCl3, and their diethyl esters) are anticholinesterase agents directly or on activation.	2003 Mar	12641435
In vitro effects of the dicyclohexylammonium salt of hyperforin on interleukin-6 release in different experimental models.	2004 Jul	15303261
Simple amine/Pd(OAc)(2)-catalyzed suzuki coupling reactions of aryl bromides under mild aerobic conditions.	2004 Jun 25	15202886
The efficacy of inhibitors involved in spermidine metabolism in Plasmodium falciparum, Anopheles stephensi and Trypanosoma evansi.	2004 Sep	15278440
Hyperforin inhibits cancer invasion and metastasis.	2004 Sep 1	15342408
Diastereoselective arylithium addition to an alpha-trifluoromethyl imine. Practical synthesis of a potent cathepsin K inhibitor.	2006 May 26	16709080
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Hyperforin blocks neutrophil activation of matrix metalloproteinase-9, motility and recruitment, and restrains inflammation-triggered angiogenesis and lung fibrosis.	2007 May	17289834
Dicyclo-hexyl-ammonium bis-(chloro-difluoro-acetato-κO)cyclo-pentyl-diphenyl-stannate(IV).	2008 Apr 23	21202233
Uranium(IV) amide and halide derivatives of two tripodal tris(N-arylamido-dimethylsilyl)methanes.	2010 Aug 7	20631947
Direct observation of various reaction pathways of arylnitrenes in different crystal environments caused by acid-base complex formation.	2010 Dec	21099027
The dicyclo-hexyl-amine salt of RG108 (N-phthalyl-l-tryptophan), a potential epigenetic modulator.	2010 Nov 13	21589471

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

100 uM-200 uM of Dicyclohexylamine decreased P. falciparum strain NF54 parasitemias to 0% within 72 hours

Name

Type

Language

DICYCLOHEXYLAMINE

Systematic Name

English

NSC-3399

Code

English

DICYCLOHEXYLAMINE [HSDB]

Common Name

English

DICYCLOHEXYLAMINE [MI]

Common Name

English

Code System Code Type Description

MESH

C011769