20845-34-5

Basic information

• Product Name: 1-Methyl-2-piperidinemethanol
• Synonyms: 1-METHYL-2-PIPERIDINEMETHANOL;1-METHYLPIPERIDINE-2-METHANOL;2-HYDROXYMETHYL-N-METHYLPIPERIDINE;2-HYDROXYMETHYL-1-METHYLPIPERIDINE;(1-Methyl-2-piperidinyl)methanol;1-Methyl-2-hydroxymethylpiperidine;2-Piperidinemethanol, 1-methyl-;N-Methylpiperidine-2-carbinol
• CAS NO: 20845-34-5
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.2
• EINECS: 244-078-6
• Product Categories: Piperidine;Building Blocks;Heterocyclic Building Blocks;Piperidines
• Mol File: 20845-34-5.mol

Chemical Properties

• Boiling Point: 79-80 °C7 mm Hg(lit.)
• Flash Point: 178 °F
• Appearance: Clear brown/Liquid
• Density: 0.984 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.159mmHg at 25°C
• Refractive Index: n20/D 1.4823(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Dichloromethane, Methanol
• PKA: 15.08±0.10(Predicted)
• BRN: 103612
• CAS DataBase Reference: 1-Methyl-2-piperidinemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-2-piperidinemethanol(20845-34-5)
• EPA Substance Registry System: 1-Methyl-2-piperidinemethanol(20845-34-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 20845-34-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Methyl-2-piperidinemethanol is used as an intermediate in the synthesis of various pharmaceutical compounds, specifically for the preparation of substances that are beneficial in the treatment of dermatological conditions and for skin protection.
Used in Chemical Research:
1-Methyl-2-piperidinemethanol is used as a reagent in the synthesis of phenylpyridone derivatives, which have been found to act as anti-obesity agents in mice, contributing to the development of potential treatments for obesity-related conditions.
Used in Chemical Synthesis:
1-Methyl-2-piperidinemethanol serves as a key component in the synthesis of various chemical compounds, particularly in the pharmaceutical and chemical industries, due to its unique chemical structure and properties.

InChI:InChI=1/C7H15NO/c1-8-5-3-2-4-7(8)6-9/h7,9H,2-6H2,1H3/p+1/t7-/m1/s1

Upstream product

• 116570-78-6 2-hydroxymethyl-1-methyl-pyridinium; bromide 
• 1690-74-0 methyl 1-methyl-2-piperidinecarboxylate 
• 7730-87-2 1-methylpiperidine-2-carboxylic acid 
• 67-56-1 methanol 
• 3433-37-2 piperidin-2-ylmethanol 
• 586-98-1 2-Hydroxymethylpyridine 
• 56-81-5 glycerol 
• 4043-87-2 pipecolic Acid 
• 98303-20-9 1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid 
• 34285-36-4 1-methyl-2-ethoxycarbonylpyridinium iodide 

Downstream Products

• 931-20-4 1-methylpiperidin-2-one 
• 41467-01-0 N-methylpiperidine-2-carboxaldehyde 
• 49665-74-9 2-(chloromethyl)-N-methyl-piperidine 
• 622369-26-0 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[(1-methylpiperidine-2-yl)methoxy]quinoline-3-carbonitrile 
• 27483-92-7 1-methylpiperidin-2-ylmethyl chloride hydrochloride 
• 868542-05-6 (2-iodo-phenyl)-[2-methyl-1-(1-methyl-piperidin-2-ylmethyl)-1H-indol-3-yl]-methanone 

Relevant articles and documents

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.

AMINOESTER DERIVATIVES

The invention relates to novel compounds which are both phosphodiesterase 4 (PDE4) enzymeinhibitorsand muscarinic M3 receptor antagonists, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

METHOD OF PRODUCING TERTIARY AMINE OR TERTIARY AMINE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method of producing tertiary amine or tertiary amine derivative with high selectivity. SOLUTION: In the method of producing tertiary amine or tertiary amine derivative, a reaction system including: an organic chemical raw material containing at least one kind of group selected from -NH2, -NH2 HCl, >NH and >NH HCl, a nitrogen atom contained in the group bounding to a carbon atom; aliphatic alcohol having 1 to 20 carbon atoms; and a catalyst where a carrier containing titanium oxide carries a silver component (metal silver or silver compound), is irradiated with light, and the group in the organic compound raw material is converted to -NR02 or >NR0, ( R0 is an aliphatic hydrocarbon group having 1 to 20 carbon atoms derived from the aliphatic alcohol). The percentage content of the silver in the catalyst is 0.5 to 10 mass% with respect to the titanium oxide. COPYRIGHT: (C)2015,JPOandINPIT

Catalytic conversion of glycerol to allyl alcohol; Effect of a sacrificial reductant on the product yield

A continuous process for the conversion of glycerol to allyl alcohol, where ammonia or organic acids are added to the feed as sacrificial reductants, was investigated. Significant enhancement on the rate of formation and yield of the allyl alcohol is observed with some of the reducing agents examined over an alumina-supported iron catalyst. Optimising the molar ratio of the reductant relative to feed glycerol results in an increase in the yield of allyl alcohol from 9% (in the absence of additives) to 11.3% with ammonia, 15.1% with ammonium hydroxide, 17.8% with oxalic acid and 19.5% with formic acid. Moreover, the addition of other organic acids, which are produced in a typical glycerol conversion experiment, was studied. However, acetic and propanoic acids had little effect on the rate of formation of allyl alcohol. Analysis of the product distribution in the liquid and gas phases when oxalic and formic acids were added suggests a two-step process for the formation of allyl alcohol under the operating conditions of the reaction; the initial step involves the dehydration of glycerol while the second comprises the reduction of the species produced in step one. the Partner Organisations 2014.

Cyclopentadienyl RuII Complexes as Highly Efficient Catalysts for the N-Methylation of Alkylamines by Methanol

The ruthenium(II) half-sandwich complex [RuCl(η5-C5H5)(PPh3)2] (1) catalyses the reaction between methanol and alkylamines RNH2 or R1R2NH to afford RN(CH3)2 and R1R2NCH3 products, respectively. The reaction is quantitative and generally fast, at the methanol reflux temperature, for a wide spectrum of substrates. Starting form primary amines, the stepwise formation of RN=CH2, RNHCH3, and RN(CH3)2 has been observed. Both PPh3 and Cl- dissociation from 1 are key-steps in forming the effective catalytic species. The catalytic activity of several half-sandwich neutral or cationic complexes (2-15) related to 1 is also discussed.

NITROGEN-CONTAINING CYCLOHETERO ALKYLAMINO ARYL DEERIVATIVES FOR CNS DISORDERS

Compounds comprising a pyrrolidinyl ring are disclosed for use in the treatment of cerebral ischemia.

Alkylation of 2-Lithio-N-Methylpiperidines and -pyrrolidines: Scope, Limitations, and Stereochemistry

The scope and limitations of the alkylation of racemic and nonracemic 2-lithipiperidines and -pyrrolidines, obtained by transmetalation of the corresponding stannanes, is reported.These organolithiums react with a variety of electrophiles to afford 2-substituted pyrrolidines and piperidines in excellent yield.With primary alkyl halides the reaction proceeds with net inversion of configuration at the metal-bearing carbon in the piperidines; in the pyrrolidines there is a mixture of inversion and retention, with the former predominating.With most carbonyl electrophiles (carbon dioxide, dimethyl carbonate, methyl chloroformate, pivaloyl chloride, benzaldehyde, and dialkyl ketones), retention is observed in both cases.Electrophiles such as benzophenone, benzyl bromide, and tert-butyl bromoacetate afford racemic coupling products.A mechanistic interpretation is presented.

INDOLE DERIVATIVES

Disclosed are compounds of formula I STR1 wherein R 1 is a hydrogen atom, a C 1-C 6 alkyl group, benzyl or an indolyl carbonyl group, R 2 is a saturated or unsaturated 5-or 8-membered heterocyclic group containing as a hetero atom one or more nitrogen atoms, the heterocyclic group is optionally substituted at an N or C atom by a C 1-C 6 alkyl or aralkyl group, n is an integer of 1 to 5 and one or more hydrogen atoms, in an alkylene chain--(CH 2) n--are optionally substituted by a C. sub.1-C 6 alkyl, phenyl and/or hydroxyl group, physiologically acceptable salts and quaternary ammonium salts thereof. The compounds are selective antagonists of 5-HT 3 receptors and are useful in the treatment of psychotic disorders, neurotic diseases, gastric stasis symptoms, gastrointestinal disorders, nausea and vomiting.

Synthesis and Biological Evaluation of Conformationally Restricted 2-(1-Pyrrolidinyl)-N--N-methylethylenediamines as ? Receptor Ligands. 1. Pyrrolidine, Piperidine, Homopiperidine, and Tetrahydroisoquinoline Classes

The synthesis and ? receptor affinity of a series of conformationally restricted derivatives of 2-(1-pyrrolidinyl)-N--N-methylethylenediamine (1) is described.The pyrrolidinyl (or N,N-dialkyl), ethylenediamine, N-alkyl, and phenylethyl portions of this ? receptor pharmacophore were restricted by its incorporation into 1,2-cyclohexanediamine-, pyrrolidine-, piperidine-, homopiperidine-, and tetrahydroisoquinoline-containing ligands.The ? receptor binding affinities of these compounds were determined using (+)-pentazocine in guinea pig brain homogenates.The synthesis of all but one class was achieved by acylation and alane reduction of the appropriate diamine precursors whose synthesis is also reported. ? receptor affinities ranged from 1.34 nM for 6,7-dichloro-2-tetrahydroisoquinoline (12) to 455 nM for (1R,2R)-trans-N--N-methyl-2-(1-pyrrolidinyl)cyclohexylamine .In this displacement assay, (+)-pentazocine exhibited a Ki of 3.1 nM while DTG and haloperidol showed Ki values of 27.7 and 3.7 nM, respectively.The conformationally free parent compound 1 exhibited a Ki value of 2.1 nM.Comparison of both the ? receptor affinities and nitrogen atom geometry of the compounds revealed that a gauche relation of the nitrogen atoms of cis-1,2-cyclohexanediamines is not imperative for high affinity as we had previously thought.It is highly likely that nitrogen lone pair orientations and steric factors on the aliphatic portions of these ligands play a major role in the ? receptor binding of this pharmacophore.