67698-61-7

Basic information

• Product Name: 3-PROPOXYBENZALDEHYDE
• Synonyms: ASISCHEM V43232;3-PROPOXYBENZALDEHYDE;AKOS B000272;TIMTEC-BB SBB009935;OTAVA-BB BB7020401739;3-propoxybenzaldehyde(SALTDATA: FREE);3-n-Propoxybenzaldehyde, 95%;SBB009935
• CAS NO: 67698-61-7
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Mol File: 67698-61-7.mol

Chemical Properties

• Boiling Point: 264°C at 760 mmHg
• Flash Point: 112.8°C
• Appearance: /
• Density: 1.038g/cm³
• Vapor Pressure: 0.00995mmHg at 25°C
• Refractive Index: 1.531
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-PROPOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PROPOXYBENZALDEHYDE(67698-61-7)
• EPA Substance Registry System: 3-PROPOXYBENZALDEHYDE(67698-61-7)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 67698-61-7(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
3-PROPOXYBENZALDEHYDE is used as a flavoring agent for its sweet, floral, and herbal odor, enhancing the sensory experience of food products and contributing to their overall appeal.
Used in Cosmetic Industry:
In the cosmetic industry, 3-PROPOXYBENZALDEHYDE serves as a fragrance ingredient, adding pleasant scents to various cosmetic products and improving consumer acceptance.
Used in Pharmaceutical Synthesis:
3-PROPOXYBENZALDEHYDE is utilized as a key intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new medications and contributing to advancements in healthcare.
Used in Organic Chemical Reactions:
As an intermediate in organic chemical reactions, 3-PROPOXYBENZALDEHYDE facilitates the production of various organic compounds, supporting the chemical industry's ability to create a wide range of products.
Used in Antimicrobial Applications:
3-PROPOXYBENZALDEHYDE has been found to possess potential antimicrobial properties, making it a candidate for use in applications where the inhibition of microbial growth is desired, such as in preservatives or disinfectants.
Used in Antioxidant Applications:
Due to its potential antioxidant properties, 3-PROPOXYBENZALDEHYDE may be employed in applications requiring protection against oxidative damage, such as in the food industry to extend the shelf life of products or in cosmetics to protect against environmental stressors.

InChI:InChI=1/C10H12O2/c1-2-6-12-10-5-3-4-9(7-10)8-11/h3-5,7-8H,2,6H2,1H3

Upstream product

• 144707-69-7 3-(3'-bromopropyloxy)benzaldehyde 
• 83230-73-3 3-allyloxy-benzoyl chloride 
• 103203-83-4 3-(allyloxy)benzoic acid 
• 107-08-4 1-iodo-propane 
• 100-83-4 meta-hydroxybenzaldehyde 

Downstream Products

• 105208-27-3 3-propoxy-trans-cinnamic acid 
• 24393-58-6 ethyl 3-propoxycinnamate 
• 1499179-33-7 (Z)-ethyl 3-(3-propoxyphenyl)acrylate 
• 1499179-10-0 (Z)-3-(3-propoxyphenyl)acrylic acid 
• 121704-77-6 3-(prop-1-yloxy)acetophenone 

Relevant articles and documents

Identification of Selective Dual ROCK1 and ROCK2 Inhibitors Using Structure-Based Drug Design

A HTS campaign identified compound 1, an excellent hit-like molecule to initiate medicinal chemistry efforts to optimize a dual ROCK1 and ROCK2 inhibitor. Substitution (2-Cl, 2-NH2, 2-F, 3-F) of the pyridine hinge binding motif or replacement with pyrimidine afforded compounds with a clean CYP inhibition profile. Cocrystal structures of an early lead compound were obtained in PKA, ROCK1, and ROCK2. This provided critical structural information for medicinal chemistry to drive compound design. The structural data indicated the preferred configuration at the central benzylic carbon would be (R), and application of this information to compound design resulted in compound 16. This compound was shown to be a potent and selective dual ROCK inhibitor in both enzyme and cell assays and efficacious in the retinal nerve fiber layer model after oral dosing. This tool compound has been made available through the AbbVie Compound Toolbox. Finally, the cocrystal structures also identified that aspartic acid residues 176 and 218 in ROCK2, which are glutamic acids in PKA, could be targeted as residues to drive both potency and kinome selectivity. Introduction of a piperidin-3-ylmethanamine group to the compound series resulted in compound 58, a potent and selective dual ROCK inhibitor with excellent predicted drug-like properties.

Synthesis and Structure–Activity Relationships of Novel Benzylamine-Type Antifungals as Butenafine-Related Antimycotics

Benzylamine-type antimycotics like naftifine, butenafine, or terbinafine are a well-known class of antimycotics since the 1980s. The following paper describes the synthesis and biological evaluation of a series of novel benzylamine-type antimycotics characterized by an isooctyl side chain and various substituents at the benzylamine moiety. The compounds were prepared from benzaldehyde derivatives and 2-amino-6-methylheptane by reductive amination with sodium triacetoxyborohydride and subsequent precipitation with hydrogen chloride. The antimycotic activity of the resulting compounds was evaluated in an agar diffusion assay against the yeasts C. glabrata and Yarrowia lipolytica, the mold Aspergillus niger and the dermatophyte H. burtonii. The compounds were also tested in a microdilution assay against the yeast Candida glabrata and the dermatophyte H. burtonii to determine the minimal inhibitory concentrations (MIC). Compounds with an aromatic ether side chain or a short alkyl ether side chain showed significant antimycotic activity against C. glabrata, comparable to terbinafine or clotrimazole.

A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.

Schwartz Reagents: Methods of In Situ Generation and Use

Embodiments of the invention provide a method of using Schwartz Reagent, Cp2Zr(H)Cl, without accumulating or isolating it. Methods provide mixtures of Cp2ZrCl2, reductants that selectively reduce Cp2ZrCl2, and substrates. After reaction of Cp2ZrCl2 and the reductant, an intermediate reduction product is formed, apparently Schwartz Reagent. The in situ Schwartz Reagent then selectively reduces certain functional groups on the substrate. Substrates include tertiary amides, tertiary benzamides, aryl O-carbamates, and heteroaryl N-carbamates, which are reduced to aldehydes, benzaldehydes, aromatic alcohols, and heteroaromatics, respectively. Compared to prior methods, reagents are inexpensive and stable, reaction times are short, and reaction temperature in certain cases is conveniently room temperature. It has been estimated that using the in situ method described herein instead of synthesized or commercially obtained Schwartz Reagent provides a 50% reduction in cost.

PHENYLALKYLCARBOXYLIC ACID DELIVERY AGENTS

The present invention provides phenylalkylcarboxylic acid compounds and compositions containing such compounds which facilitate the delivery of biologically active agents.

Cinnamaldehyde derivatives inhibiting growth of tumor cell and regulating cell cycle, preparations and pharmaceutical compositions thereof

The present invention relates to cinnamaldehyde derivatives inhibiting growth of tumor cell and regulating cell cycle, the method for preparation and the pharmaceutical composition thereof. The cinnamaldehyde derivatives of the present invention can be ef

Compositions containing aromatic aldehydes and their use in treatments

Disclosed are pharmaceutical and cosmetic compositions containing aromatic aldehyde compounds. Some of the disclosed compositions are useful as topical therapeutics for treating inflammatory dermatologic conditions. Some of the compositions are useful in transdermal and other systemic dose forms for treating other inflammatory conditions in mammals.

Phenyl-Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide

By mediation of samarium diiodide and hexamethylphosphoramide, benzaldehydes and acetophenones underwent self- and cross-couplings to give the products having linkages at the para-carbons of phenyl rings and the carbonyl groups. The phenyl-carbonyl coupling of 2,5-dimethoxybenzaldehyde generated a Sm(III)-enolate intermediate, which was trapped by alkyl halides in a stereospecific manner to give uncommon 1,4-dialkyl-2,5-cyclohexadiene-1-carboxaldehydes. The benzaldehydes bearing tethered carbonyl chains proceeded with intramolecular phenyl-carbonyl couplings to afford fused benzocycles.