6890-30-8

Basic information

• Product Name: 1-(3,4-METHYLENEDIOXYPHENYL)-1-PROPANOL
• Synonyms: 5-(1-hydroxypropyl)-1,3-benzodioxolane;alpha-ethyl-3-benzodioxole-5-methanol;alpha-ethylpiperonylalcohol;1-(3,4-METHYLENEDIOXYPHENYL)-1-PROPANOL
• CAS NO: 6890-30-8
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20048
• Mol File: 6890-30-8.mol

Chemical Properties

• Boiling Point: 291.7°C at 760 mmHg
• Flash Point: 130.2°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 0.000877mmHg at 25°C
• Refractive Index: 1.563
• PKA: 14.43±0.20(Predicted)
• CAS DataBase Reference: 1-(3,4-METHYLENEDIOXYPHENYL)-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-METHYLENEDIOXYPHENYL)-1-PROPANOL(6890-30-8)
• EPA Substance Registry System: 1-(3,4-METHYLENEDIOXYPHENYL)-1-PROPANOL(6890-30-8)

Safety Data

• Hazardous Substances Data: 6890-30-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
MDP1P is used as an active pharmaceutical ingredient for the development of psychoactive substances and designer drugs. Its potent central nervous system stimulant properties make it a valuable compound in the creation of drugs that can induce euphoria, increased energy, and heightened sensory perception.
Used in Research and Development:
MDP1P is utilized as a research chemical for studying the effects of psychoactive substances on the central nervous system. Its unique chemical structure and pharmacological properties provide valuable insights into the development of new drugs and therapies for various neurological and psychiatric conditions.
Used in Controlled Substances Regulation:
MDP1P is used as a reference compound in the regulation and control of psychoactive substances. Its classification as a controlled substance in many countries helps to monitor and prevent its potential abuse and dependence, ensuring the safety and well-being of the public.

InChI:InChI=1/C10H12O3/c1-2-8(11)7-3-4-9-10(5-7)13-6-12-9/h3-5,8,11H,2,6H2,1H3

Upstream product

• 274-09-9 Methylenedioxybenzene 
• 120-57-0 piperonal 
• 107-08-4 1-iodo-propane 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 154257-92-8 C₁₂H₁₃NO₃ 
• 925-90-6 ethylmagnesium bromide 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 97-94-9 triethyl borane 
• 28281-49-4 3,4-methylenedioxypropiophenone 
• 74-96-4 ethyl bromide 
• 10467-10-4 ethylmagnesium iodide 
• 75-03-6 ethyl iodide 

Downstream Products

• 94-58-6 dihydrosafrole 
• 28281-49-4 3,4-methylenedioxypropiophenone 
• 120-58-1 isosafrole 
• 652155-31-2 N-(1-(benzo[d][1,3]dioxol-5-yl)propyl)-4-methylbenzenesulfonamide 
• 6974-47-6 (E)-3-(benzo[d][1,3]dioxol-6-yl)-2-methylacrylaldehyde 
• 7732-18-5 water 

Relevant articles and documents

Chemical constituents from Piper marginatum Jacq. (Piperaceae)-antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

The leaves of Piper marginatum contain the antifungal compounds 3,4-methylenedioxypropiophenone 1, 2-methoxy-4,5-methylenedioxypropiophenone 2, 1-(3,4-methylenedioxyphenyl)propan-1-ol 3 (marginatumol), 5,4′-dihydroxy-7-methoxyflavanone 4 and 5,7-dihydroxy-4′-methoxyflavanone 5. The absolute configuration of natural marginatumol was determined as (+)-(R)-3 (ee 48%) by comparison of its optical properties with the chiral forms obtained by kinetic resolution of racemic 3 using Candida antarctica lipase (Novozym 435).

Photoacid-Enabled Synthesis of Indanes via Formal [3 + 2] Cycloaddition of Benzyl Alcohols with Olefins

An environmentally friendly and highly diastereoselective method for synthesizing indanes has been developed via a metastable-state photoacid system containing catalytic protonated merocyanine (MEH). Under visible-light irradiation, MEH yields a metastable spiro structure and liberated protons, which facilitates the formation of carbocations from benzyl alcohols, thus delivering diverse molecules in the presence of various nucleophiles. Mainly, a variety of indanes could be easily obtained from benzyl alcohols and olefins, and water is the only byproduct.

AN EFFICIENT PROCESS FOR PREPARATION OF ACYL DERIVATIVES OF ALKYLENEDIOXYBENZENES

The present disclosure provides a process of preparation of compounds of Formula I comprising the step of : reacting an alkylenedioxybenzene compound of Formula II with an acyl halide of Formula III in presence of a solvent, wherein the step of reacting the alkylenedioxybenzene compound of Formula II with the acyl halide of Formula III is effected in presence of an amphoteric oxide and a Lewis acid so as to immediately quench the compound of formula H-X, formed during the course of the reaction, to substantially eliminate degradation of the compound of any of Formula I and II. The present disclosure also provides for process(es) for preparation of compound of Formula IVa, IVb and IVc.

Natural deep eutectic solvents as an efficient and reusable active system for the Nazarov cyclization

Natural deep eutectic solvents have emerged as alternative non-toxic, non-aqueous solvents for an increasing number of synthetic transformations. Remarkably, in some cases one (or more) components of the NaDES plays an active role in the reaction mechanism and directly participates as either a catalyst or a reagent in the reaction. In this paper, we tested several NaDESs in which one of the components is a carboxylic acid as a medium to perform the Nazarov cyclization of divinyl ketones to obtain cyclopentenones, a widespread motif in natural compounds. The reaction conditions were optimized and the scope was investigated on C-, O- A nd N-derived compounds. To assess the full sustainability of the proposed approach, the recyclability and scalability of the process were investigated, thus proving that multi-gram preparations are possible with complete recycling of the medium.

A PROCESS FOR PREPARATION OF ALKENYL AND ALKYL DERIVATIVES OF ALKYLENEDIOXYBENZENE

The present disclosure generally relates to the method of preparation of compounds of Formula IV. An aspect of the present disclosure relates to a process for preparation of compound of Formula IV, said process comprising the step of reacting an alkylenedioxybenzene compound of Formula II with an acyl halide of Formula III in presence of a solvent, characterized in that the step of reacting the alkylenedioxybenzene compound of Formula II with the acyl halide of Formula III is effected in the presence of an amphoteric oxide so as to in-situ quench the compound of formula H-X formed during the course of the reaction, thereby substantially eliminating degradation of the compounds of Formula IV and Formula II.

Cyclodipeptide c(Orn-Pro) Conjugate with 4-Ethylpiperic Acid Abrogates Cancer Cell Metastasis through Modulating MDM2

The present work describes the synthesis, characterization, and anticancer properties of c(Lys-Pro), P1; c(Orn-Pro), P2; and conjugates PA-c(Lys-Pro), C1; PA-c(Orn-Pro), C2; EPA-c(Lys-Pro), C3; and EPA-c(Orn-Pro), C4. Among all, conjugate C4 displays pote

Amino acid amides of piperic acid (PA) and 4-ethylpiperic acid (EPA) as NorA efflux pump inhibitors of Staphylococcus aureus

A total of eighteen piperic acid (PA) and 4-ethylpiperic acid (EPA) amides (C1–C18) with α-, β- and γ-amino acids were synthesized, characterized and evaluated for their efflux pump inhibitory activity against ciprofloxacin resistant Staphylococcus aureus. The amides were screened against NorA overexpressing S. aureus SA-1199B and wild type S. aureus SA-1199 using ethidium bromide as NorA efflux pump substrate. EPI C6 was found to be most potent and reduced the MIC of ciprofloxacin by 16 fold followed by C18 which showed 4 fold reduction of MIC. Ethidium bromide efflux inhibition and accumulation assay proved these compounds as NorA inhibitors.

A novel synthesis of isoeugenol, [ring-(U)-14C]

A novel method for the preparation of isoeugenol, [ring-(U)-14C] is presented. Phenols and phenyl esters substituted in the para position with 1-hydroxyethyl or 1-hydroxypropyl acetate esters when treated with 1,8-diazabicyclo[5.4.0]undec-7-ene in dimethylformamide (DMF) eliminate the alkyl carboxylate function to give the unsaturated compound. The reaction fails with unsubstituted or ether substituted phenyl 1-hydroxyacetate esters.

Inhibition of Invasion in Pancreatic Cancer Cells by Conjugate of EPA with β3,3-Pip-OH via PI3K/Akt/NF-kB Pathway

The present work describes the anti-invasive effect of conjugate BC06, a novel conjugate of EPA, (2E,4E)-4-(benzo[d][1,3]dioxol-5-ylmethylene) hex-2-enoic acid with β,β-disubstituted-β-amino acid, β3,3-Pip-OH (2-(4-aminopiperidin-4-yl)acetic acid), in human pancreatic carcinoma. The conjugate BC06 inhibited invasion and migration of PANC-1 cells in wound healing, matrigel invasion, and gelatin degradation assays. Apart from suppressing PI3K/Akt/NF-kB signaling, which is involved in the up-regulation of matrix metalloproteinases, our study also demonstrated that dose-dependent treatment of BC06 results in the upregulation of TIMP-1 and E-cadherin expression. Further, BC06 was found to be inhibiting the metastatic ability of PANC-1 cells by reducing MMP-2 and MMP-9 expression. These findings suggest that EPA conjugate with β3,3-Pip-OH, BC06, may be used as an anti-invasive agent against human pancreatic carcinoma.

DMF Dimethyl Acetal as Carbon Source for α-Methylation of Ketones: A Hydrogenation-Hydrogenolysis Strategy of Enaminones

A novel heterogeneous catalytic hydrogenation-hydrogenolysis strategy has been developed for the α-methylation of ketones via enaminones using DMF dimethyl acetal as carbon source. This strategy provides a very convenient route to α-methylated ketones using a variety of ketones without any base or oxidant. (Chemical Equation Presented).