ADAMANTANE

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 Search

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

Molecular Formula	C10H16
Molecular Weight	136.234
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Interaction of the verotoxin 1B subunit with soluble aminodeoxy analogues of globotriaosyl ceramides.	2002-12-15	12175338
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	12224948
2-Substituted 4-(thio)chromenone 6-O-sulfamates: potent inhibitors of human steroid sulfatase.	2002-09-12	12213072
H-coupled electron transfer in alkane C-h activations with halogen electrophiles.	2002-09-11	12207527
Metal-switching and self-inclusion of functional cavitands.	2002-09-04	12197737
Fluorescent probes for cytochrome p450 structural characterization and inhibitor screening.	2002-09-04	12197708
Stimulation of TNF-alpha production by 2-(1-adamantylamino)-6-methylpyridine (AdAMP) - a novel immunomodulator with potential application in tumour immunotherapy.	2002-09	12203103
New selective inhibitors of cytochromes P450 2B and their application to antimutagenesis of tamoxifen.	2002-07-01	12061800
Neurotensin phase-shifts the firing rate rhythm of neurons in the rat suprachiasmatic nuclei in vitro.	2002-07	12169114
Mechanism of asymmetric hydrogenation by rhodium complexes with unsymmetrical P-chirogenic bisphosphine ligands.	2002-07	12112331
Structural properties of a series of photochromic fluorinated indolylfulgides.	2002-07	12094055
Unique dual fluorescence of sterically congested hexaalkyl benzenehexacarboxylates: mechanism and application to viscosity probing.	2002-06-19	12059217
Comprehensive study of the methyl effect on the solvolysis rates of bridgehead derivatives.	2002-06-12	12047187
Novel selective phosphodiesterase (PDE4) inhibitors. 4. Resolution, absolute configuration, and PDE4 inhibitory activity of cis-tetra- and cis-hexahydrophthalazinones.	2002-06-06	12036361
Novel selective PDE4 inhibitors. 3. In vivo antiinflammatory activity of a new series of N-substituted cis-tetra- and cis-hexahydrophthalazinones.	2002-06-06	12036360
Evaluation of GluR2 subunit involvement in AMPA receptor function of neonatal rat hypoglossal motoneurons.	2002-06	12099896
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	12070755
Anti-viral drugs in continuous ambulatory peritoneal dialysis (CAPD).	2002-06	12070456
Dimethyladamantylmaleimide-induced in vitro and in vivo growth inhibition of human colon cancer Colo205 cells.	2002-06	12045465
[Comparison of anti-amnesia properties of NMDA-receptor "fast" blockers and polyamines].	2002-05-25	12025775
Development of a nonviral gene delivery vehicle for systemic application.	2002-05-16	12009955
New dendrimer-peptide host-guest complexes: towards dendrimers as peptide carriers.	2002-05-03	12007177
A preliminary approach to nonenolizable beta,beta-tricarbonyls: assembly of a hyperevolutin prototype.	2002-05-03	11975581
Effects of neurotensin receptor antagonism on latent inhibition in Sprague-Dawley rats.	2002-05	12021832
Synthesis, structure and tumour necrosis factor-alpha production-enhancing properties of novel adamantylamino heterocyclic derivatives.	2002-04-19	11962515
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	11950293
Structural characteristics of ionotropic glutamate receptors as identified by channel blockade.	2002-04-11	11942696
Acetylide-bridged organometallic oligomers via the photochemical metathesis of methyl-iron(II) complexes.	2002-04-10	11929259
Pairwise exchanges of oxo and imido groups in rhenium(VII) compounds.	2002-04-08	11925170
Adamantyl tenocyclidines--adjuvant therapy in poisoning with organophosphorus compounds and carbamates.	2002-04	11967623
The estrogen receptor is not essential for all estrogen neuroprotection: new evidence from a new analog.	2002-04	11950274
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	11911706
Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents. Part II: alkylation far away from the amino function.	2002-03-25	11909752
[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	11871228
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	11989804
Stains, labels and detection strategies for nucleic acids assays.	2002-03	11928759
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	11849091
Intrinsic (gas phase) thermodynamic stability of 2-adamantyl cation. Its bearing on the solvolysis rates of 2-adamantyl derivatives.	2002-02-22	11846644
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	11857707
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	11856054
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	12075853
Unique property of some synthetic retinoids: activation of the aryl hydrocarbon receptor pathway.	2002-02	11809858
Role of kallikrein-kininogen system in insulin-stimulated glucose transport after muscle contractions.	2002-02	11796678
Synthesis and optimization of a new family of type 3 17 beta-hydroxysteroid dehydrogenase inhibitors by parallel liquid-phase chemistry.	2002-01-31	11806715
Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands.	2002-01-25	11798329
Effects of the incorporation of IBTM beta-turn mimetics into the dipeptoid CCK(1) receptor agonist PD 170292.	2002-01-21	11755332
Effects of the Bcr/abl kinase inhibitors STI571 and adaphostin (NSC 680410) on chronic myelogenous leukemia cells in vitro.	2002-01-15	11781252
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	11862342
Electrophoretic behavior of adamantane derivatives possessing antiviral activity and their determination by capillary zone electrophoresis with indirect detection.	2002-01	11840533
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	12240281

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:35:25 GMT 2025` Edited by `admin` on `Mon Mar 31 20:35:25 GMT 2025`
Record UNII	PJY633525U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-527913

Preferred Name

English

ADAMANTANE

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