U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H16
Molecular Weight 136.234
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADAMANTANE

SMILES

C1C2CC3CC1CC(C2)C3

InChI

InChIKey=ORILYTVJVMAKLC-UHFFFAOYSA-N
InChI=1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Interaction of the verotoxin 1B subunit with soluble aminodeoxy analogues of globotriaosyl ceramides.
2002-12-15
FTIR spectra and normal-mode analysis of a tetranuclear manganese adamantane-like complex in two electrochemically prepared oxidation states: relevance to the oxygen-evolving complex of photosystem II.
2002-09-18
2-Substituted 4-(thio)chromenone 6-O-sulfamates: potent inhibitors of human steroid sulfatase.
2002-09-12
H-coupled electron transfer in alkane C-h activations with halogen electrophiles.
2002-09-11
Metal-switching and self-inclusion of functional cavitands.
2002-09-04
Fluorescent probes for cytochrome p450 structural characterization and inhibitor screening.
2002-09-04
Stimulation of TNF-alpha production by 2-(1-adamantylamino)-6-methylpyridine (AdAMP) - a novel immunomodulator with potential application in tumour immunotherapy.
2002-09
New selective inhibitors of cytochromes P450 2B and their application to antimutagenesis of tamoxifen.
2002-07-01
Neurotensin phase-shifts the firing rate rhythm of neurons in the rat suprachiasmatic nuclei in vitro.
2002-07
Mechanism of asymmetric hydrogenation by rhodium complexes with unsymmetrical P-chirogenic bisphosphine ligands.
2002-07
Structural properties of a series of photochromic fluorinated indolylfulgides.
2002-07
Unique dual fluorescence of sterically congested hexaalkyl benzenehexacarboxylates: mechanism and application to viscosity probing.
2002-06-19
Comprehensive study of the methyl effect on the solvolysis rates of bridgehead derivatives.
2002-06-12
Novel selective phosphodiesterase (PDE4) inhibitors. 4. Resolution, absolute configuration, and PDE4 inhibitory activity of cis-tetra- and cis-hexahydrophthalazinones.
2002-06-06
Novel selective PDE4 inhibitors. 3. In vivo antiinflammatory activity of a new series of N-substituted cis-tetra- and cis-hexahydrophthalazinones.
2002-06-06
Evaluation of GluR2 subunit involvement in AMPA receptor function of neonatal rat hypoglossal motoneurons.
2002-06
The neurotensin receptor antagonist SR 142948A blocks the efflux of dopamine evoked in nucleus accumbens by neurotensin ejection into the ventral tegmental area.
2002-06
Anti-viral drugs in continuous ambulatory peritoneal dialysis (CAPD).
2002-06
Dimethyladamantylmaleimide-induced in vitro and in vivo growth inhibition of human colon cancer Colo205 cells.
2002-06
[Comparison of anti-amnesia properties of NMDA-receptor "fast" blockers and polyamines].
2002-05-25
Development of a nonviral gene delivery vehicle for systemic application.
2002-05-16
New dendrimer-peptide host-guest complexes: towards dendrimers as peptide carriers.
2002-05-03
A preliminary approach to nonenolizable beta,beta-tricarbonyls: assembly of a hyperevolutin prototype.
2002-05-03
Effects of neurotensin receptor antagonism on latent inhibition in Sprague-Dawley rats.
2002-05
Synthesis, structure and tumour necrosis factor-alpha production-enhancing properties of novel adamantylamino heterocyclic derivatives.
2002-04-19
Triorganostannylation of halo- and dihaloadamantanes and 5-chloro-2-adamantanone in liquid ammonia by the S(RN)1 mechanism. Relative reactivity of nucleophiles and bridgehead halides.
2002-04-19
Structural characteristics of ionotropic glutamate receptors as identified by channel blockade.
2002-04-11
Acetylide-bridged organometallic oligomers via the photochemical metathesis of methyl-iron(II) complexes.
2002-04-10
Pairwise exchanges of oxo and imido groups in rhenium(VII) compounds.
2002-04-08
Adamantyl tenocyclidines--adjuvant therapy in poisoning with organophosphorus compounds and carbamates.
2002-04
The estrogen receptor is not essential for all estrogen neuroprotection: new evidence from a new analog.
2002-04
The estimation of melting points and fusion enthalpies using experimental solubilities, estimated total phase change entropies, and mobile order and disorder theory.
2002-03-26
Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents. Part II: alkylation far away from the amino function.
2002-03-25
[Effect of the new potential anti-Parkinson agent, hymantane, on levels of monoamines and their metabolites in rat striatum (a microdialysis study)].
2002-03-02
Synthesis and antiviral activity evaluation of some new 6-substituted 3-(1-adamantyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles.
2002-03
Stains, labels and detection strategies for nucleic acids assays.
2002-03
DFT analysis of the activation and breaking of the Mo-N bond in a (mu-nitrido)dimolybdenum complex: is molybdenum tris(thiolate) an elusive intermediate?
2002-02-25
Intrinsic (gas phase) thermodynamic stability of 2-adamantyl cation. Its bearing on the solvolysis rates of 2-adamantyl derivatives.
2002-02-22
A cuboctahedral supramolecular capsule by 4:4 self-assembly of Tris(Zn(II)-cyclen) and trianionic trithiocyanurate in aqueous solution at neutral pH (cyclen=1,4,7,10-tetraazacyclododecane).
2002-02-15
Regiochemistry of the photostimulated reaction of the phthalimide anion with 1-iodoadamantane and tert-butylmercury chloride by the S(RN)1 mechanism.
2002-02-08
The actions of a D-1 agonist in MPTP treated primates show dependence on both D-1 and D-2 receptor function and tolerance on repeated administration.
2002-02
Unique property of some synthetic retinoids: activation of the aryl hydrocarbon receptor pathway.
2002-02
Role of kallikrein-kininogen system in insulin-stimulated glucose transport after muscle contractions.
2002-02
Synthesis and optimization of a new family of type 3 17 beta-hydroxysteroid dehydrogenase inhibitors by parallel liquid-phase chemistry.
2002-01-31
Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands.
2002-01-25
Effects of the incorporation of IBTM beta-turn mimetics into the dipeptoid CCK(1) receptor agonist PD 170292.
2002-01-21
Effects of the Bcr/abl kinase inhibitors STI571 and adaphostin (NSC 680410) on chronic myelogenous leukemia cells in vitro.
2002-01-15
Comparison of interactions of D1-like agonists, SKF 81297, SKF 82958 and A-77636, with cocaine: locomotor activity and drug discrimination studies in rodents.
2002-01
Electrophoretic behavior of adamantane derivatives possessing antiviral activity and their determination by capillary zone electrophoresis with indirect detection.
2002-01
Iron polynitroporphyrins bearing up to eight beta-nitro groups as interesting new catalysts for H2O2-dependent hydrocarbon oxidation: unusual regioselectivity in hydroxylation of alkoxybenzenes.
2001-09-21
Patents

Patents

Name Type Language
NSC-527913
Preferred Name English
ADAMANTANE
MI  
Systematic Name English
Tricyclo[3.3.1.1<sup>3,7</sup>]decane
Systematic Name English
ADAMANTANE [MI]
Common Name English
Code System Code Type Description
FDA UNII
PJY633525U
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
EVMPD
SUB36875
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
CAS
281-23-2
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
EPA CompTox
DTXSID5022017
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
SMS_ID
100000128960
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
MESH
D000218
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
DRUG BANK
DB03627
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
NSC
527913
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
PUBCHEM
9238
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
MERCK INDEX
m1407
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY Merck Index
CHEBI
40519
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-001-4
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY
WIKIPEDIA
ADAMANTANE
Created by admin on Mon Mar 31 20:35:25 GMT 2025 , Edited by admin on Mon Mar 31 20:35:25 GMT 2025
PRIMARY