CYCLOPENTANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H10
Molecular Weight	70.1329
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCCC1

InChI

InChIKey=RGSFGYAAUTVSQA-UHFFFAOYSA-N

InChI=1S/C5H10/c1-2-4-5-3-1/h1-5H2

HIDE SMILES / InChI

Molecular Formula	C5H10
Molecular Weight	70.1329
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
Palladium-catalyzed negishi cross-coupling reactions of unactivated alkyl iodides, bromides, chlorides, and tosylates.	2003-10-15	14531697
New prolyl oligopeptidase inhibitors developed from dicarboxylic acid bis(l-prolyl-pyrrolidine) amides.	2003-10-09	14521416
Computational assessment of the electronic structure of 1-azacyclohexa-2,3,5-triene (3 delta 2-1H-pyridine) and its benzo derivative (3 delta 2-1H-quinoline) as well as generation and interception of 1-methyl-3 delta 2-1H-quinoline.	2003-10-06	14566869
Synthesis of cyclopentane amide DNA (cpa-DNA) and its pairing properties.	2003-10-03	14510544
Computational study on the origin of the stereoselectivity for the photochemical denitrogenation of diazabicycloheptene.	2003-09-10	12952476
Inhibition of influenza virus infections in immunosuppressed mice with orally administered peramivir (BCX-1812).	2003-09	14516917
Stereospecific synthesis of 5-substituted 2-bisarylthiocyclopentane carboxylic acids as specific matrix metalloproteinase inhibitors.	2003-08-28	12930146
Enhancement of SQUID-detected NMR signals with hyperpolarized liquid 129Xe in a 1 microT magnetic field.	2003-08-08	12935108
A cyclopentane conformational restraint for a peptide nucleic acid: design, asymmetric synthesis, and improved binding affinity to DNA and RNA.	2003-07-24	12868892
Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'.	2003-07-17	12852753
CCR5 antagonists: 3-(pyrrolidin-1-yl)propionic acid analogues with potent anti-HIV activity.	2003-07-10	12841758
Anti-inflammatory activity of 15-deoxy-delta12,14-PGJ2 and 2-cyclopenten-1-one: role of the heat shock response.	2003-07	12815164
3-Formylcyclopent-3-enyl- and 3-carboxycyclopentylglycine derivatives: a new stereocontrolled approach via retro-aldol or retro-Claisen reactions.	2003-06-27	12816490
Determination of the configuration of an archaea membrane lipid containing cyclopentane rings by total synthesis.	2003-05-30	12783513
Stereochemical memory versus Curtin-Hammett behavior in the rearrangement of 1,3-cyclopentanediyl radical cations derived from housanes through structural effects on conformational control.	2003-05-14	12733913
Pd-catalyzed asymmetric allylic alkylation. A short route to the cyclopentyl core of viridenomycin.	2003-05-01	12713324
Identification by site-directed mutagenesis of amino acids contributing to ligand-binding specificity or signal transduction properties of the human FP prostanoid receptor.	2003-04-15	12519077
A life-cycle comparison of several auxiliary blowing agents used for the manufacture of rigid polyurethane foam.	2003-04	12708511
The identification of clinical candidate SB-480848: a potent inhibitor of lipoprotein-associated phospholipase A2.	2003-03-24	12643913
Composite hopanoid biosynthesis in Zymomonas mobilis: N-acetyl-D-glucosamine as precursor for the cyclopentane ring linked to bacteriohopanetetrol.	2003-03-21	12703821
Hydrogenolysis of cycloalkanes on a tantalum hydride complex supported on silica and insight into the deactivation pathway by the combined use of 1D solid-state NMR and EXAFS spectroscopies.	2003-03-17	12645032
Rearrangement pathways of five-membered ring enlargement in carbocations: quantum chemical calculations and deuterium kinetic isotope effects.	2003-03-07	12608802
Solvent-controlled diastereoselective synthesis of cyclopentane derivatives by a [3 + 2] cyclization reaction of alpha,beta-disubstituted (alkenyl)(methoxy)carbene complexes with methyl ketone lithium enolates.	2003-03-05	12603149
N-PtIV-H/N-H...PtII intramolecular redox equilibrium in a product of H-C(sp2) cleavage and unusual alkane/arene C-H bond selectivity of ([2.1.1]pyridinophane)PtII(CH3)+.	2003-02-07	12613611
Spin delocalization by triple-bonded functionalities in propargyl and heteropropargyl radicals, assessed from the EPR-spectral D parameter of 1,3-cyclopentanediyl triplet diradicals.	2003-02-07	12558428
Bis[14beta-hydroxy-3beta-O-(L-thevetosyl)-5beta-card-20(22)-enolide] methanol solvate monohydrate and 3beta-O-(L-2'-o-acetylthevetosyl)-14beta-hydroxy-5beta-card-20(22)-enolide.	2003-02	12574657
Stereochemical memory in the regioselective and diastereoselective rearrangement of tricyclo[3.3.0.0 2,4]octanes (housanes) by electron transfer (1,3-cyclopentanediyl radical cations) and acid (cyclopentyl carbenium ions) and silver-ion catalysis.	2003-01-29	12537498
Novel phosphine-catalyzed zipper cyclization of aliphatic diyne-dione and yne-dione systems.	2003-01-23	12529122
[Ligands with specific affinity to a specific sequence of DNA base pairs. XI. The synthesis and binding to DNA of bis-netropsins with the C-ends of their netropsin fragments tethered by tetra- or pentamethylene linkers].	2003-01-17	12528463
[Phenotypic features of Ferroplasma acidiphilum strains Yt and Y-2].	2003-01-16	12526203
Enantiospecific synthesis of carbapentostatins.	2003-01-10	12515468
Photochemistry of racemic and resolved 2-iodooctane. Effect of solvent polarity and viscosity on the chemistry.	2002-12-27	12492339
The conformational study of two carbocyclic nucleosides: why carbocyclic nucleic acids (CarNAs) form more stable duplexes with RNA than DNA does.	2002-12	12437382
Molybdenum-mediated cleavage reactions of isoxazoline rings fused in bicyclic frameworks.	2002-11-14	12423096
[Effect of DNA local conformation on the affinity and binding specificity of bis-netropsins to DNA].	2002-10-24	12391855
Preparation of isoprostanes and neuroprostanes.	2002-10-23	12381179
Selective synthesis of fused cyclooctatetraenes by [4 + 4] coupling between two different diene units.	2002-10-18	12561113
Stereochemical memory in the temperature-dependent photodenitrogenation of bridgehead-substituted DBH-type azoalkanes: inhibition of inverted-housane formation in the diazenyl diradical through the mass effect (inertia) and steric hindrance.	2002-10-16	12371859
Viscosity-controlled, product-selective rearrangement of the cyclopentane-1,3-diyl radical cation derived from an annelated housane by electron transfer: a case of Curtin-Hammett behavior.	2002-10-09	12358537
[Identification of the metabolites of penehyclidine hydrochloride raceme in rats by LC-MS/MS and ion cluster].	2002-10	12567866
Crenarchaeol: the characteristic core glycerol dibiphytanyl glycerol tetraether membrane lipid of cosmopolitan pelagic crenarchaeota.	2002-10	12364548
Carbocyclic nucleosides (carbanucleosides) as new therapeutic leads.	2002-10	12171514
New cationic olefin cyclization-pinacol reactions. Ring-expanding cyclopentane annulations that directly install useful functionality in the cyclopentane ring.	2002-09-06	12201763
Chiral N,N-disubstituted trifluoro-3-amino-2-propanols are potent inhibitors of cholesteryl ester transfer protein.	2002-08-29	12190312
Synthesis of poly(alkyl aryl ether) dendrimers.	2002-08-23	12182682
Novel flexible frameworks of porous cobalt(II) coordination polymers that show selective guest adsorption based on the switching of hydrogen-bond pairs of amide groups.	2002-08-16	12203285
(1SR,2RS,5RS,6SR,8RS)-7,7-Dimethyltricyclo[6.2.1.0(1,6)]undecane-2,5,6-triol: a supramolecular framework built from O-H...O hydrogen bonds.	2002-08	12154303
Mechanism of asymmetric hydrogenation by rhodium complexes with unsymmetrical P-chirogenic bisphosphine ligands.	2002-07	12112331
Metabolism of a novel phosphodiesterase-IV inhibitor (V11294) by human hepatic cytochrome P450 forms.	2002-06	12160484
The influence of maternal exposure to volatile organic compounds on the cytokine secretion profile of neonatal T cells.	2002	12112628

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:50:31 GMT 2025` Edited by `admin` on `Mon Mar 31 18:50:31 GMT 2025`
Record UNII	T86PB90RNU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYCLOPENTANE

Systematic Name

English

NSC-60213

Preferred Name

English

PENTAMETHYLENE

Common Name

English

CYCLOPENTANE [HSDB]

Common Name

English

CYCLOPENTANE [MI]

Common Name

English

Code System Code Type Description

NSC

60213