Compounds > 1-phenylcyclohex-1-ene
Page last updated: 2024-12-05

1-phenylcyclohex-1-ene

Description

## 1-Phenylcyclohex-1-ene: A Versatile Building Block

1-Phenylcyclohex-1-ene is a cyclic organic compound with a phenyl ring attached to a cyclohexene ring, specifically at the carbon double bond. This structure gives it a unique combination of properties, making it a versatile building block for a variety of applications.

**Here's a breakdown of its characteristics and why it's important for research:**

**Properties:**

* **Aromatic and Alicyclic:** The compound contains both an aromatic ring (phenyl) and a cyclic alkene (cyclohexene), offering the possibility for reactions characteristic of both.
* **Reactive Double Bond:** The double bond in the cyclohexene ring is susceptible to electrophilic attack, allowing for various addition reactions.
* **Steric Hindrance:** The presence of the bulky phenyl group can influence the reactivity of the double bond and dictate the stereochemistry of reactions.

**Research Applications:**

1-Phenylcyclohex-1-ene is used in various research areas due to its unique properties:

* **Organic Synthesis:** It serves as a starting material for synthesizing other complex molecules, including pharmaceuticals, natural products, and materials with specific properties.
* **Catalysis:** Its ability to participate in various reactions makes it a useful substrate for studying new catalysts and reaction mechanisms.
* **Polymer Chemistry:** 1-Phenylcyclohex-1-ene can be incorporated into polymers to create materials with enhanced properties, such as improved thermal stability or mechanical strength.
* **Medicinal Chemistry:** The compound's structure can be modified to create potential drug candidates with specific biological activity.
* **Materials Science:** Its versatility allows for the development of materials with specific optical, electrical, or magnetic properties.

**Importance for Research:**

1-Phenylcyclohex-1-ene serves as a platform for exploring new reactions, developing novel catalysts, and creating innovative materials with diverse applications. Its unique combination of aromatic and alicyclic features, coupled with its reactivity, allows researchers to delve deeper into the fascinating world of organic chemistry and create groundbreaking discoveries.

**In Conclusion:**

1-Phenylcyclohex-1-ene is a valuable building block for various research endeavors due to its unique properties and versatility. Its importance lies in its ability to serve as a starting material for synthesizing complex molecules, investigating catalytic mechanisms, and developing novel materials with improved characteristics. As research continues, 1-Phenylcyclohex-1-ene will likely play an even greater role in advancements across multiple scientific fields.

1-phenylcyclohex-1-ene: RN in Chemline for cpd without designation of unsaturation: 31017-40-0 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID13043
CHEBI ID183287
MeSH IDM0106716

Synonyms (56)

Synonym
pm437bq1of ,
unii-pm437bq1of
CHEBI:183287
3-cyclohexen-1-yl-benzene
cyclohexene, 1-phenyl-
trans-1-phenylcyclohexene
1-phenyl-1-cyclohexene ,
771-98-2
1-phenylcyclohexene
nsc-44834
nsc44834
ICCB1_000079
ICCB1_000095
nsc 44834
ai3-02304
brn 1905772
nsc 403862
1-phenylcyclohex-1-ene
einecs 212-242-6
cyclohexen-1-ylbenzene
phenylcyclohexene
benzene, cyclohexenyl-
cyclohexenylbenzene
31017-40-0
benzene, 1-cyclohexen-1-yl-
cyclohex-1-en-1-ylbenzene
inchi=1/c12h14/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1,3-4,7-9h,2,5-6,10h
nsc-403862
nsc403862
1-phenyl-1-cyclohexene, 95%
1-cyclohexen-1-ylbenzene
P1302
2,3,4,5-tetrahydro-1,1'-biphenyl
A839000
71340-36-8
AKOS005217002
1-cyclohexenyl-benzene
FT-0608221
cyclohex-1-enylbenzene
1-phenyl-cyclohexene
phenyl cyclohexene
AM85908
phenyl-1-cyclohexene
1-cyclohexen-1-ylbenzene #
2-phenylcyclohexene
benzene,cyclohexen-1-yl-
mfcd00001542
(cyclohex-1-en-1-yl)benzene
J-505052
SY048999
F13284
DS-12607
DTXSID10870771
Q27286630
CS-W016196
EN300-205904

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The ip LD50 of PC in Swiss male mice was 22 mmol/kg."( Toxicity of 1-phenylcyclohexene and its interaction with phencyclidine.
Berg, IE; Chaturvedi, AK; Choudhuri, MS; Hu, CY; Rao, NG, 1984)		0.27

Bioavailability

ExcerptReferenceRelevance
" 3H-PC was also well absorbed from smoke as evidenced by initial tissue levels comparable to those of 3H-PCP, but they declined more rapidly than 3H-PCP levels."( Disposition of phencyclidine in mice after smoke exposure.
Freeman, AS; Martin, BR, )		0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzenesAny benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (66.67)18.7374
1990's0 (0.00)18.2507
2000's2 (22.22)29.6817
2010's1 (11.11)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.59

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.59 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.16 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.59)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
3-methylcholanthrene
Methylcholanthrene: A carcinogen that is often used in experimental cancer studies.. 3-methylcholanthrene : A pentacyclic ortho- and peri-fused polycyclic arene consisting of a dihydrocyclopenta[ij]tetraphene ring system with a methyl substituent at the 3-position.		1.9610ortho- and peri-fused polycyclic arenearyl hydrocarbon receptor agonist;
carcinogenic agent
pentobarbital
Pentobarbital: A short-acting barbiturate that is effective as a sedative and hypnotic (but not as an anti-anxiety) agent and is usually given orally. It is prescribed more frequently for sleep induction than for sedation but, like similar agents, may lose its effectiveness by the second week of continued administration. (From AMA Drug Evaluations Annual, 1994, p236). pentobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups.		1.9710barbituratesGABAA receptor agonist
phenobarbital
Phenobarbital: A barbituric acid derivative that acts as a nonselective central nervous system depressant. It potentiates GAMMA-AMINOBUTYRIC ACID action on GABA-A RECEPTORS, and modulates chloride currents through receptor channels. It also inhibits glutamate induced depolarizations.. phenobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.		2.3720barbituratesanticonvulsant;
drug allergen;
excitatory amino acid antagonist;
sedative
proadifen
Proadifen: An inhibitor of drug metabolism and CYTOCHROME P-450 ENZYME SYSTEM activity.		1.9610diarylmethane
piperonyl butoxide
[no description available]		1.9610benzodioxolespesticide synergist
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		210alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
phencyclidine
Phencyclidine: A hallucinogen formerly used as a veterinary anesthetic, and briefly as a general anesthetic for humans. Phencyclidine is similar to KETAMINE in structure and in many of its effects. Like ketamine, it can produce a dissociative state. It exerts its pharmacological action through inhibition of NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE). As a drug of abuse, it is known as PCP and Angel Dust.. phencyclidine : A member of the class of piperidines that is piperidine in which the nitrogen is substituted with a 1-phenylcyclohexyl group. Formerly used as an anaesthetic agent, it exhibits both hallucinogenic and neurotoxic effects.		2.8840benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug
nicotine
(S)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.		1.96103-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic
diethyl maleate
diethyl maleate : A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. A colourless liquid at room temperature (m.p. -10degreeC) with boiling point 220degreeC at 1 atm., it is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis.		1.9610ethyl ester;
maleate ester		glutathione depleting agent
4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid
4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid: RN refers to (E)-isomer; structure given in first source. arotinoid acid : A retinoid that consists of benzoic acid substituted at position 4 by a 2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl group. It is a synthetic retinoid that acts as a selective agonist for the retinoic acid receptors (RAR).		210benzoic acids;
naphthalenes;
retinoid		antineoplastic agent;
retinoic acid receptor agonist;
teratogenic agent
ConditionIndicatedRelationship StrengthStudiesTrials
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		01.9610
Dermatitis, Irritant
A non-allergic contact dermatitis caused by prolonged exposure to irritants and not explained by delayed hypersensitivity mechanisms.		0210
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		0210
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