10292-60-1

Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 2-cyclopropyl-, is used as a reagent for the preparation of imidazolines, which exhibit significant adrenergic α2C-Agonism/α2A-Antagonism. These imidazolines are important in the development of medications targeting the adrenergic system, which plays a crucial role in the regulation of various physiological processes, including blood pressure, heart rate, and stress response.
Used in Chemical Synthesis:
Phenol, 2-cyclopropyl-, is also utilized as an intermediate in the preparation of Cirazoline Hydrochloride (C497400), a potent α-1 adrenergic receptor agonist and an even more potent α-2 receptor antagonist. Phenol, 2-cyclopropylhas potential applications in the treatment of various medical conditions, such as hypotension and other cardiovascular disorders, where modulation of adrenergic receptors is necessary.

Upstream product

• 1745-81-9 o-Allylphenol 
• 3158-73-4 2-cyclopropylaniline 
• 873-49-4 cyclopropylbenzene 
• 60333-75-7 O-allyl-2-bromophenol 
• 882-33-7 diphenyldisulfane 
• 695-84-1 2-allylphenol 
• 138142-60-6 Trimethyl(2-vinylphenoxy)silane 
• 24892-63-5 1-allyloxy-2-iodobenzene 
• 77-76-9 2,2-dimethoxy-propane 
• 470693-88-0 3-cyclopropylcyclohexa-3,5-diene-1,2-diol 
• 65006-97-5 [(1-chlorocyclopropyl)sulfinyl]benzene 
• 108-95-2 phenol 
• 555-24-8 lithium phenolate 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 199296-64-5 (3-cyclopropyl-2-hydroxyphenyl)-(1-methyl-5-nitro-1H-2-imidazolyl)methanol 
• 28987-74-8 (RS)-6-acetoxy-6-cyclopropylcyclohexa-2,4-dien-1-one 
• 499234-73-0 3-chloro-6-(2-cyclopropylphenoxy)-pyridazine 1-oxide 
• 499234-72-9 6-chloro-3-(2-cyclopropylphenoxy)-pyridazine 1-oxide 
• 1043871-14-2 4-bromo-2-cyclopropylphenol 
• 60319-06-4 1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid 2-cyclopropyl-phenyl ester 
• 1062617-20-2 1,2-bis(3-cyclopropyl-4-(difluoromethoxy)phenyl)ethane-1,2-dione 
• 1062617-16-6 1,2-bis(3-cyclopropyl-4-(difluoromethoxy)phenyl)ethyne 
• 1062617-13-3 4-bromo-2-cyclopropyl-1-(difluoromethoxy)benzene 
• 749929-58-6 4-Bromo-2-cyclopropyl-1-methoxy-benzene 
• 1253420-71-1 (S)-(+)-2-(1-(2-cyclopropylphenoxy)ethyl)-4,5-dihydro-1H-imidazole 
• 1253420-67-5 (S)-(-)-methyl-2-(2-cyclopropylphenoxy)propanoate 
• 1253420-72-2 (R)-(-)-2-(1-(2-cyclopropylphenoxy)ethyl)-4,5-dihydro-1H-imidazole 
• 1253420-68-6 (R)-(+)-methyl 2-(2-cyclopropylphenoxy)propanoate 

Relevant academic research and scientific papers

Novel photohydration of non-conjugated aryl/olefin bichromophores within cyclodextrin cavities

Cyclodextrin media are used to achieve photochemical water addition to isolated, acyclic double bonds via intramolecular interaction with excited arenes.

Electron transfer in P450 mechanisms. Microsomal metabolism of cyclopropylbenzene and p-cyclopropylanisole

The metabolism of cyclopropylbenzene (1a) and 4-cyclopropylanisole (1b) was studied using liver microsomal preparations from control, phenobarbital- and β-naphthoflavone treated rats. With all three types of microsomes 1a was metabolized by benzylic hydroxylation to give 1-phenylcyclopropanol and by aromatic hydroxylation at C-4; the former predominated by a factor of 2-4. BNF-induced microsomes also formed 2-cyclopropylphenol. No cyclopropyl ring-opened metabolites of 1a, including benzoic acid, were detected in any of the incubations. With PB-induced microsomes 1b underwent O-demethylation (90%) and benzylic hydroxylation; no other metabolites were detected. Progress curves for metabolism of 1a are markedly nonlinear after only limited conversion of substrate, suggesting the possibility that 1a, like other cyclopropyl compounds, could be a suicide substrate for one or more isozymes of P450. For both 1a and b, metabolite formation and enzyme inactivation can be explained by conventional P450 reaction mechanisms not involving electron abstraction.

Isomerization of 2-(2-propenoxy)phenyllithium: Tandem anionic cyclization-γ-elimination

2-(2-Propenoxy)phenyllithium (1), which may be prepared from the corresponding iodide by low-temperature lithium-iodine exchange, rearranges on warming in the presence of TMEDA via 5-exo cyclization to (2,3-dihydrobenzofuranyl)methyllithium (2) followed by γ-elimination to give variable amounts of the lithium salt of 2-(cyclopropyl)phenol (3).

Direct hydroxylation of benzene and aromatics with H2O2 catalyzed by a self-assembled iron complex: Evidence for a metal-based mechanism

An iminopyridine Fe(ii) complex, easily prepared in situ by self-assembly of cheap and commercially available starting materials (2-picolylaldehyde, 2-picolylamine, and Fe(OTf)2 in a 2 : 2 : 1 ratio), is shown to be an effective catalyst for the direct hydroxylation of aromatic rings with H2O2 under mild conditions. This catalyst shows a marked preference for aromatic ring hydroxylation over lateral chain oxidation, both in intramolecular and intermolecular competitions, as long as the arene is not too electron poor. The selectivity pattern of the reaction closely matches that of electrophilic aromatic substitutions, with phenol yields and positions dictated by the nature of the ring substituent (electron-donating or electron-withdrawing, ortho-para or meta-orienting). The oxidation mechanism has been investigated in detail, and the sum of the accumulated pieces of evidence, ranging from KIE to the use of radical scavengers, from substituent effects on intermolecular and intramolecular selectivity to rearrangement experiments, points to the predominance of a metal-based SEAr pathway, without a significant involvement of free diffusing radical pathways.

Diastereo- and enantioselective carbolithiation of allyl o-lithioaryl ethers. New chiral cyclopropane derivatives

(matrix presented) Different allyl 2-lithioaryl ethers undergo a tandem carbolithiation/γ-elimination in Et2OH-MEDA affording o-cyclopropyl phenol or naphthol derivatives in a diastereoselective manner. The use of (-)-sparteine as a chiral liga

Synthesis of spiro[26]nonadienones and spiro[3.6]decadienones by the reaction of cyclopropyl- and cyclobutylmagnesium carbenoids with lithium phenolates and naphtholates

Treatment of 1-chlorocyclopropyl p-tolyl sulfoxides and 1-chlorocyclobutyl p-tolyl sulfoxides with a Grignard reagent at low temperature afforded cyclopropylmagnesium carbenoids and cyclobutylmagnesium carbenoids, respectively, via a sulfoxide-magnesium e

5H-PYRROLO[3,4-￡>]PYRAZIN-7-AMINE DERIVATIVES INHIBITORS OF BETA-SECRETASE

The present invention relates to novel compounds of formula (I) and their pharmaceutical compositions. In addition, the present invention relates to therapeutic methods for the treatment and/or prevention of Aβ-related pathologies such as Downs syndrome, β- amyloid angiopathy such as but not limited to cerebral amyloid angiopathy or hereditary cerebral hemorrhage, disorders associated with cognitive impairment such as but not limited to MCI ("mild cognitive impairment"), Alzheimer Disease, memory loss, attention deficit symptoms associated with Alzheimer disease, neurodegeneration associated with diseases such as Alzheimer disease or dementia including dementia of mixed vascular and degenerative origin, pre-senile dementia, senile dementia and dementia associated with Parkinson's disease, progressive supranuclear palsy or cortical basal degeneration.

Explorations of [4+2] and [5+2] cycloadditions of dienylcyclopropane derived enzymatically from cyclopropylbenzene

Fermentation of cyclopropylbenzene with E. coli JM109(pDTG601a) furnished optically pure 1-cyclopropyl-2,3-dihydroxycyclohexa-4,6-diene whose reactivity in [4+2]- and [5+2]-cycloaddition chemistry was explored. Georg Thieme Verlag Stuttgart. New York.

NEW COMPOUNDS 574

The present invention relates to novel compounds of formula (I) and their pharmaceutical compositions. In addition, the present invention relates to therapeutic methods for the treatment and/or prevention of Aβ-related pathologies such as Downs syndrome,

A novel synthesis of spiro[2.6]nonadienones by the reaction of magnesium cyclopropylidenes with naphtholates and phenolates

The sulfoxide-magnesium exchange reaction of aryl 1-chlorocyclopropyl sulfoxides with i-PrMgCl in THF at low temperature gave magnesium cyclopropylidenes. Treatment of the magnesium cyclopropylidenes with lithium naphtholates or phenolates resulted in the formation of spiro[2.6]nonadienones in up to 82% yield. The structure of the spiro[2.6]nonadienones was found to be dependent on the structure of the naphtholates and phenolates.