cycloheptane
suberane
Identification
| Name | cycloheptane |
| IUPAC | cycloheptane |
| CAS Number | 291-64-5 |
| EINECS | 206-030-2 |
| FDA UNII | VTZ53P34JA |
| Molecular Formula | C7 H14 |
| Molecular Weight | 98.18858000 |
| MDL Number | MFCD00004147 |
| Nikkaji Number | J43.272E |
| Beilstein | 1900279 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.81100 to 0.81400 @ 20.00 °C. |
| Pounds per Gallon - (est). | 6.756 to 6.781 |
| Refractive Index | 1.44400 to 1.44600 @ 20.00 °C. |
| Flash Point | 43.00 °F. TCC ( 6.11 °C. ) |
| Soluble in | water, 30 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for cycloheptane usage levels up to | not for fragrance use. |
| Recommendation for cycloheptane flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
heptamethylene
suberane
PubMed:
Asymmetric Synthesis of Heterocyclic Analogues of a CGRP Receptor Antagonist for Treating Migraine.
PubMed:
Total synthesis of neodolastane diterpenes trichoaurantianolides C and D.
PubMed:
Exploitation of in situ generated sugar-based olefin keto-nitrones: synthesis of carbocycles, heterocycles, and nucleoside derivatives.
PubMed:
Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane.
PubMed:
2-(1-Aryliminoethyl)-9-arylimino-5,6,7,8-tetrahydrocycloheptapyridyl iron(II) dichloride: synthesis, characterization, and the highly active and tunable active species in ethylene polymerization.
PubMed:
SN2 regioselectivity in the esterification of 5- and 7-membered azacycloalkane quaternary salts: a DFT study to reveal the transition state ring conformation prevailing over the ground state ring strain.
PubMed:
Alicyclobacillus tengchongensis sp. nov., a thermo-acidophilic bacterium isolated from hot spring soil.
PubMed:
Some synthetic cyclitol derivatives alleviate the effect of water deficit in cultivated and wild-type chickpea species.
PubMed:
Carbon-hydrogen activation of cycloalkanes by cyclopentadienylcarbonylrhodium--a lifetime enigma.
PubMed:
Syntheses and N-methyl-D-aspartate receptor antagonist pharmacology of fluorinated arylcycloheptylamines.
PubMed:
The entropic origin of solvent effects on the single bond cZt-tZt isomerization rate constant of 1,3,5-cis-hexatriene in alkane and alcohol solvents: a molecular dynamics study.
PubMed:
Diastereoselective carbocyclization of 1,6-heptadienes triggered by rhodium-catalyzed activation of an olefinic C-H bond.
PubMed:
Development of GoSlo-SR-5-69, a potent activator of large conductance Ca2+-activated K+ (BK) channels.
PubMed:
Synthesis of tricyclic fused coumarin sulfonates and their inhibitory effects on LPS-induced nitric oxide and PGE2 productions in RAW 264.7 macrophages.
PubMed:
Kinetics study of the reaction of OH radicals with C5-C8 cycloalkanes at 240-340 K using the relative rate/discharge flow/mass spectrometry technique.
PubMed:
Interpreting medium ring canonical conformers by a triangular plane tessellation of the macrocycle.
PubMed:
A new pentacyclic phenol and other constituents from the root bark of Bauhinia racemosa Lamk.
PubMed:
Absolute rate constants for the reaction of OH with cyclopentane and cycloheptane from 233 to 351 K.
PubMed:
(1'S,6'S,8'S,9'R)-9'-Bromo-12'-oxa-spiro-[1,3-dioxolane-2,4'-tricyclo-[6.3.1.0(1,6)]dodeca-ne].
PubMed:
Structural study of six cycloalkylammonium cinnamate salt structures featuring one-dimensional columns and two-dimensional hydrogen-bonded networks.
PubMed:
Reactions of OH radicals with C6-C10 cycloalkanes in the presence of NO: isomerization of C7-C10 cycloalkoxy radicals.
PubMed:
Silylation products of cyclic tri-aminal carbanions and their lithiation.
PubMed:
Solubility of aliphatic hydrocarbons in piperidinium ionic liquids: measurements and modeling in terms of perturbed-chain statistical associating fluid theory and nonrandom hydrogen-bonding theory.
PubMed:
Cycloalkane and alicyclic heterocycle complexation by new switchable resorcin[4]arene-based container molecules: NMR and ITC binding studies.
PubMed:
Seven-membered ring formation from cyclopropanated oxo- and epoxyallylsilanes.
PubMed:
In vitro metabolism of irosustat, a novel steroid sulfatase inhibitor: interspecies comparison, metabolite identification, and metabolic enzyme identification.
PubMed:
Preparation of a cycloheptane ring from a 1,2-diketone with high stereoselectivity.
PubMed:
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
PubMed:
Using a threading-followed-by-swelling approach to synthesize [2]rotaxanes.
PubMed:
Palladium-catalyzed decarboxylative [4 + 3] cyclization of gamma-methylidene-delta-valerolactones with 1,1-dicyanocyclopropanes.
PubMed:
Phase equilibria study of the binary systems (1-butyl-3-methylimidazolium thiocyanate ionic liquid + organic solvent or water).
PubMed:
Synthesis of vinylcycloheptadienes by the nickel-catalyzed three-component [3 + 2 + 2] cocyclization. Application to the synthesis of polycyclic compounds.
PubMed:
Stereochemistry and conformations of natural 1,2-epoxy-guaianolides based on 1D and 2D NMR data and semiempirical calculations.
PubMed:
One-pot catalytic asymmetric cascade synthesis of cycloheptane derivatives.
PubMed:
Evidence for the involvement of the monoaminergic system in the antidepressant-like action of two 4-amine derivatives of 10,11-dihydro-5H-dibenzo [a,d] cycloheptane in mice evaluated in the tail suspension test.
PubMed:
Lipase-catalyzed kinetic resolution of cyclic trans-1,2-diols bearing a diester moiety: synthetic application to chiral seven-membered-ring alpha,alpha-disubstituted alpha-amino acid.
PubMed:
Beyond the corey reaction: one-step diolefination of cyclic ketones.
PubMed:
Cycloalkanediamine derivatives as novel blood coagulation factor Xa inhibitors.
PubMed:
Palladium-catalyzed synthesis of substituted cycloheptane-1,4-diones by an asymmetric ring-expanding allylation (AREA).
PubMed:
Antidepressant-like profile of action of two 4-amine derivatives of 10,11-dihydro-5H-dibenzo [a,d] cycloheptane in mice evaluated in the forced swimming test.
PubMed:
Measurement and estimation of rate constants for the reactions of hydroxyl radical with several alkanes and cycloalkanes.
PubMed:
New enantioselective entry to cycloheptane amino acid polyols.
PubMed:
Absolute configuration and conformational disorder of a tricyclic thiosemicarbazone derivative.
PubMed:
7-endo radical cyclizations catalyzed by titanocene(III). Straightforward synthesis of terpenoids with seven-membered carbocycles.
PubMed:
Concise synthesis of novel oxa-bridged compounds.
PubMed:
Silylcuprates from allene and their reaction with alpha,beta-unsaturatedd nitriles and imines. Synthesis of silylated oxo compounds leading to cyclopentane and cycloheptane ring formation.
PubMed:
4,4'-Dimethyldinaphtho[a,d]cycloheptane, a naturally occurring polyaromatic derivative related to triterpenoids of the serratane series.
PubMed:
Hydrazulene ring systems via heteroatom-assisted [1,2]-shift of oxonium and sulfonium ylides.
PubMed:
Diversity oriented synthesis of hispanane-like terpene derivatives from (R)-(+)-sclareolide.
PubMed:
Diastereoselectivities realized in the amino acid catalyzed aldol cyclizations of triketo acetonides of differing ring size.
PubMed:
Phase relationships and thermodynamic interactions of isotactic poly(1-butene) and organic solvent systems.
PubMed:
Different forms of antiparallel stacking of hydrogen-bonded antidromic rings in the solid state: polymorphism with virtually the same unit cell and two-dimensional isostructurality with alternating layers.
PubMed:
A combined extended and helical backbone for Boc-(Ala-Leu-Ac7c-)2-OMe.
PubMed:
The C7-C10 cycloalkanes revisited.
PubMed:
Involvement of spinal tyrosine kinase in inflammatory and N-methyl-D-aspartate-induced hyperalgesia in rats.
PubMed:
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.
PubMed:
Role of GABA(A) receptors in the ethanol-mediated inhibition of extracellular signal-regulated kinase.
PubMed:
Cyclopropanation with Fischer acyloxycarbene complexes: preparation of cyclopropane and cycloheptane-fused gamma-lactones.
PubMed:
Synthesis of enantiomerically pure, highly functionalized, medium-sized carbocycles from carbohydrates: formal total synthesis of (+)-calystegine b(2).
PubMed:
Alicyclobacillus herbarius sp. nov., a novel bacterium containing omega-cycloheptane fatty acids, isolated from herbal tea.
PubMed:
Reactions of oxalyl chloride with 1,2-cycloalkanediols in the presence of triethylamine.
PubMed:
Degradation of anthracene by bacteria isolated from oil polluted tropical soils.
PubMed:
Potential involvement of tyrosine kinase pathway in the antagonist induced upregulation of the NMDA receptor NR2B subunit in cortical neurons.
PubMed:
Specific alpha-galactosidase inhibitors, N-methylcalystegines--structure/activity relationships of calystegines from Lycium chinense.
PubMed:
Biosynthetic Studies of omega-Cycloheptyl Fatty Acids in Alicyclobacillus cycloheptanicus. Formation of Cycloheptanecarboxylic Acid from Phenylacetic Acid.
PubMed:
High-performance liquid chromatographic assay for the simultaneous determination of tramadol and its metabolites in microsomal fractions of human liver.
PubMed:
Anesthetic and convulsant properties of aromatic compounds and cycloalkanes: implications for mechanisms of narcosis.
PubMed:
Potential interference of cyclobenzaprine and norcyclobenzaprine with HPLC measurement of amitriptyline and nortriptyline: resolution by GC-MS analysis.
PubMed:
Differentiation between MK-801- and apomorphine-induced stereotyped behaviors in mice.
PubMed:
Ammine/amine platinum(IV) dicarboxylates: a novel class of platinum complex exhibiting selective cytotoxicity to intrinsically cisplatin-resistant human ovarian carcinoma cell lines.
PubMed:
Stereochemistry of peptides containing 1-aminocycloheptane-1-carboxylic acid (Ac7c).
PubMed:
Metabolism of amineptine in rat, dog and man.
PubMed:
[Animal experimental studies on the pharmacology of a new anti-arrhythmic of the imino-cycloheptane series, stirocainide].
PubMed:
Effects of a new antiarrhythmic compound [2-benzal-1-(2' diisopropyl-amino-ethoxy-imino)-cycloheptane hydrogen fumarate] on the electrophysiological properties of mammalian cardiac cells.
PubMed:
The metabolism of benzyclane [1-benzyl-1-(3-N,N-dimethylaminopropoxy)cycloheptane] in rat and man.
PubMed:
Action of bencyclane-hydrogen-fumarate on the carbohydrate metabolism of bovine lens homogenates.
PubMed:
Affinity chromatography of lipase with hydrophobic ligands coupled to cyanogen bromide-activated agarose.
PubMed:
[Halidor, 1-benzyl-1-(3'-dimethylaminopropoxy)-cyclohep tane fumarate as an uncoupler and inhibitor of the respiratory chain].
PubMed:
[Treatment of peripheral circulation disorders with 1-benzyl-1-(3-dimethyl-amino-propoxy)-cycloheptane].
PubMed:
Reaction of mono-bromo derivatives of cyclopentane, cyclohexane and cycloheptane and of related compounds with glutathione in vivo and the nature of the sulphur-containing metabolites excreted.
PubMed:
A new ganglion-stimulating compound: 2-imino-1,3-diaza-4-carboxyethyl cycloheptane hydrochloride (OG 30).
PubMed:
[Data to the pharmacology of 1-benzyl-1-(3'-dimethylamino-propoxy)-cycloheptane fumarate (EGYT-201)].
PubMed:
Preferred conformations of the cycloheptane rings of A-homosteroids.
PubMed:
The heats of combustion of cyclopentane, cyclohexane, cycloheptane and cyclooctane.