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Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)is a chiral morpholine derivative with the molecular formula C13H18ClNO. It features a chloromethyl and phenylmethyl group, and the (2R)-enantiomer exhibits a specific stereochemical configuration. Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)is primarily utilized as an intermediate in the synthesis of pharmaceuticals and agrochemicals, and may also find applications in organic synthesis and chemical research.

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  • 186293-54-9 Structure
  • Basic information

    1. Product Name: Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)-
    2. Synonyms: Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)-;(2R)-2-(Chloromethyl)-4-(phenylmethyl)morpholine;Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (R)-
    3. CAS NO:186293-54-9
    4. Molecular Formula: C12H16ClNO
    5. Molecular Weight: 226
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 186293-54-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 314.6±27.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.132±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: 6.09±0.10(Predicted)
    10. CAS DataBase Reference: Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)-(CAS DataBase Reference)
    11. NIST Chemistry Reference: Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)-(186293-54-9)
    12. EPA Substance Registry System: Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)-(186293-54-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 186293-54-9(Hazardous Substances Data)

186293-54-9 Usage

Uses

Used in Pharmaceutical Industry:
Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)is used as a key intermediate in the synthesis of various pharmaceuticals for its unique structural features, contributing to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical sector, Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)serves as an essential intermediate in the production of agrochemicals, aiding in the creation of effective pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Organic Synthesis:
Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)is employed as a versatile building block in organic synthesis, enabling the construction of complex organic molecules for a wide range of applications, including the development of new materials and compounds.
Used in Chemical Research:
Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)is utilized in chemical research to explore its properties, reactivity, and potential applications, furthering the understanding of chiral morpholine derivatives and their role in various chemical processes.
It is crucial to handle Morpholine, 2-(chloromethyl)-4-(phenylmethyl)-, (2R)with care due to its potential health hazards, and it should be used in a controlled laboratory setting to ensure safety.

Check Digit Verification of cas no

The CAS Registry Mumber 186293-54-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,6,2,9 and 3 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 186293-54:
(8*1)+(7*8)+(6*6)+(5*2)+(4*9)+(3*3)+(2*5)+(1*4)=169
169 % 10 = 9
So 186293-54-9 is a valid CAS Registry Number.

186293-54-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-4-benzyl-2-(chloromethyl)morpholine

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:186293-54-9 SDS

186293-54-9Relevant articles and documents

Synthesis and Initial Characterization of a Selective, Pseudo-irreversible Inhibitor of Human Butyrylcholinesterase as PET Tracer

Gentzsch, Christian,Hoffmann, Matthias,Ohshima, Yasuhiro,Nose, Naoko,Chen, Xinyu,Higuchi, Takahiro,Decker, Michael

, p. 1427 - 1437 (2021)

The enzyme butyrylcholinesterase (BChE) represents a promising target for imaging probes to potentially enable early diagnosis of neurodegenerative diseases like Alzheimer's disease (AD) and to monitor disease progression in some forms of cancer. In this study, we present the design, facile synthesis, in vitro and preliminary ex vivo and in vivo evaluation of a morpholine-based, selective inhibitor of human BChE as a positron emission tomography (PET) tracer with a pseudo-irreversible binding mode. We demonstrate a novel protecting group strategy for 18F radiolabeling of carbamate precursors and show that the inhibitory potency as well as kinetic properties of our unlabeled reference compound were retained in comparison to the parent compound. In particular, the prolonged duration of enzyme inhibition of such a morpholinocarbamate motivated us to design a PET tracer, possibly enabling a precise mapping of BChE distribution.

INDAZOLE COMPOUNDS AS 5-HT4 RECEPTOR AGONISTS

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Page/Page column 37; 38, (2015/07/07)

The present invention relates to novel indazole compounds of the Formula (I), wherein, R1 is alkyl or cycloalkyl; (Formula II) including their stereoisomers and their pharmaceutically acceptable salts. This invention also relates to methods of making such compounds and pharmaceutical compositions comprising such compounds. The compounds of this invention are useful in the treatment of various disorders that are related to 5-Hydroxytryptamine 4 (5-HT4) receptor agonists

Fast and efficient 18F-labeling by [18F]fluorophenylazocarboxylic esters

Fehler, Stefanie K.,Maschauer, Simone,Hcfling, Sarah B.,Bartuschat, Amelie L.,Tschammer, Nuska,Hubner, Harald,Gmeiner, Peter,Prante, Olaf,Heinrich, Markus R.

, p. 370 - 375 (2014/04/03)

Introduction of [18F]fluoride ion into the aromatic core of phenylazocarboxylic esters was achieved in only 30 seconds, with radiochemical yields of up to 95% (85(±10) %). For labeling purposes, the resulting 18F-substituted azoester can be further converted in radical-arylation reactions to give biaryls, or in substitutions at its carbonyl unit to produce azocarboxamides.

NOVEL PYRIMIDINE DERIVATIVES, PREPARATION THEREOF, AND PHARMACEUTICAL USE THEREOF AS AKT(PKB) PHOSPHORYLATION INHIBITORS

-

Paragraph 1823-1824, (2013/10/22)

The present invention relates to novel chemical compounds derived from pyrimidines, to the method for preparing same, to the novel intermediates obtained, to the use thereof as drugs, to the pharmaceutical compositions containing same, and to the therapeutic use thereof as AKT inhibitors.

A COMPOUND FOR INHIBITING HUMAN 11-β-HYDROXY STEROID DEHYDROGENASE TYPE 1, AND A PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

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Page/Page column 44, (2012/10/08)

The present invention relates to a novel compound, or a stereoisomer, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition for human-11-beta-hydroxysteroid dehydrogenase type 1 (11β-HSD1) comprising the same. The invention provides a compound, which has excellent activity and solubility and is more efficiently formulated and delivered, and a pharmaceutical composition for human-11-beta-hydroxysteroid dehydrogenase type 1 comprising the same.

Concise synthesis of (S)-N-BOC-2-hydroxymethylmorpholine and (S)-N-BOC-morpholine-2-carboxylic acid

Henegar, Kevin E.

, p. 3662 - 3665 (2008/09/20)

(Chemical Equation Presented) An operationally simple synthesis of N-BOC-2-hydroxymethylmorpholine (1) and N-BOC-morpholine-2-carboxylic acid (2) from epichlorohydrin has been developed. No chromatography is required in the processing, which allows high p

Method of treating addiction or dependence using a ligand for a monoamine receptor or transporter

-

, (2008/06/13)

One aspect of the present invention relates to a method of treating of drug addiction or drug dependence in a mammal, comprising the step of administering to a mammal in need thereof a therapuetically effective amount of a heterocyclic compound, e.g., a 3-substituted piperidine. In a preferred embodiment, the method of the present invention treats cocaine addiction or methamphetamine addiction.

Ligands for monoamine receptors and transporters, and methods of use thereof

-

, (2008/06/13)

One aspect of the present invention relates to heterocyclic compounds. A second aspect of the present invention relates to the use of the heterocyclic compounds as ligands for various mammalian cellular receptors, including dopamine, serotonin, or norepinephrine transporters. The compounds of the present invention will find use in the treatment of numerous ailments, conditions and diseases which afflict mammals, including but not limited to addiction, anxiety, depression, sexual dysfunction, hypertension, migraine, Alzheimer's disease, obesity, emesis, psychosis, schizophrenia, Parkinson's disease, inflammatory pain, neuropathic pain, Lesche-Nyhane disease, Wilson's disease, and Tourette's syndrome. An additional aspect of the present invention relates to the synthesis of combinatorial libraries of the heterocyclic compounds, and the screening of those libraries for biological activity, e.g., in assays based on dopamine transporters.

Disubstituted morpholine, oxazepine or thiazepine derivatives, their preparation and their use as dopamine D4 receptor antagonists

-

, (2008/06/13)

The present invention relates to compounds of formula (I), any of it enantiomers, or any mixture thereof, or a pharmaceutically acceptable acid addition salt thereof, wherein R1, R2, R3, R4, R11, R12, R13, R14and R15each independently are hydrogen, alkyl, alkoxy, halogen, trifluoromethyl, nitro, cyano, amino, acyl, alkylamino, dialkylamino, aminocarbonyl, or acylamino; R5 is hydrogen, alkyl, alkoxyalkyl, or phenylalkyl; X is —CH2—Z—, Z—CH2—, NH—CO—, —CO—NH—, or —CH═CH—; wherein Z is O, S, CH2, or NH; Y is O, —CH2—W—, —W—CH2—; wherein W is O, or S; and n is 0, 1 or 2. The compounds are useful in the treatment of psychotic disorders.

Pyrimidine derivatives

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, (2008/06/13)

Pyrimidine derivatives useful as a gastrointestinal prokinetic agent, represented by formula STR1 wherein X is O or NR5, Y is O, S or NR5 wherein R5 is a hydrogen atom, a C1 -C6 alkyl group or the like; R1 and R2 may be the same or different and each is a hydrogen atom, a C1 -C6 alkyl group or the like; R3 is CN, or COOR6 wherein R6 is a C1 -C6 alkyl group, a C3 -C6 cycloalkyl group, an aryl group or the like; R4 is --SR7 or --NR8 R9 wherein R7 is a C1 -C6 alkyl group; R8 is a C1 -C6 alkyl group or the like; R9 is a hydrogen atom, a C1 -C6 alkyl group or the like, or R8 and R9 may represent, together with the nitrogen atom to which they are attached, an N-substituted piperazine ring of formula (X) STR2 wherein R10 represents a C1 -C6 alkyl group or the like or a pharmacologically acceptable salt thereof. The above-mentioned compounds are useful as a gastrointestinal prokinetic agent used for the therapy of digestive tract diseases.

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