2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (1:1)

Basic Information

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CAS Number

134-63-4

Molecular Formula

C22H28ClNO2

Molecular Weight

373.92 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

183-185 ºC

Boiling Point

510.5°C at 760 mmHg

Flash Point

247.5°C

Solubility

H2O: 25 mg/mL

Refractive Index

-57.5 ° (C=1, H2O)

Specific Rotation

-56.8° (c = 2 in H2O)

SMILES

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CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(C3=CC=CC=C3)O.Cl

InChI

InChI=1S/C22H27NO2.ClH/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18;/h2-7,9-12,19-21,24H,8,13-16H2,1H3;1H/t19-,20+,21-;/m0./s1

InChIKey

MKMYPTLXLWOUSO-NFQNBQCWSA-N

LogP

4.657800000000005

Topological Polar Surface Area

40.54 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

412

Safety Information

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Hazard Statement

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

LOBELINE HYDROCHLORIDE
2-(6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one hydrochloride
LS-14953
CHEMBL1321024
alpha-Lobeline hydrochloride;Lobeline HCl;(c) paragraph sign-Lobeline hydrochloride; L-Lobeline hydrochloride
HSDB 3555
SR-01000674047-2
alpha-Lobeline (hydrochloride);L-Lobeline (hydrochloride)
63990-84-1
NCGC00094847-01
C22H28ClNO2
FT-0631780
-Lobeline (hydrochloride);L-Lobeline (hydrochloride)
SR-01000674047
2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone hydrochloride
NSC757421
AKOS016002128
2-((2R,6S)-6-((S)-2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one hydrochloride
CCG-38841
SPECTRUM1500758
SCHEMBL467022
Acetophenone, 2-(6-(beta-hydroxyphenethyl)-1-methyl-2-piperidyl)-, hydrochloride
SR-01000674047-3
Zoolobelin
Ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride
DTXSID201036359
2-(6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone hydrochloride
BCP31656
NCGC00094847-02
Pharmakon1600-01500758
2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride

MDL Number

MFCD00082455

FAQ

What are the physical and chemical properties of 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (CAS: 134-63-4)?

2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride is a white to off-white crystalline solid. Its molecular weight is approximately 453.5 g/mol. It has a moderate solubility in water and organic solvents. This compound is known for its reactivity towards nucleophiles and its stability under acidic conditions. It can be used in various applications due to its unique chemical properties.

How is 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (CAS: 134-63-4) typically synthesized?

2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride can be synthesized through a multi-step process involving the condensation of a substituted piperidine derivative with a phenylethanol derivative under acidic conditions. The synthesis typically involves careful control of temperature and pH to ensure high yield and selectivity. Commonly used catalysts include acids such as acetic acid or trifluoroacetic acid.

What industries use 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (CAS: 134-63-4)?

2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride is primarily used in the pharmaceutical industry for its potential as an intermediate in the synthesis of active pharmaceutical ingredients. It can also be applied in the development of various polymers and sensors due to its unique chemical properties. Limited use is also observed in the semiconductor industry for specific applications.

What precautions should be taken when handling 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (CAS: 134-63-4)?

When handling 2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure. In the event of a spill, use appropriate spill cleanup materials and dispose of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.