4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide

Basic Information

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CAS Number

71320-77-9

Molecular Formula

C13H17ClN2O2

Molecular Weight

268.74 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

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

136.0 to 140.0 deg-C

Boiling Point

447.7°C at 760 mmHg

Density

1.2060

Solubility

DMSO: >20mg/mL

SMILES

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C1COCCN1CCNC(=O)C2=CC=C(C=C2)Cl

InChI

InChI=1S/C13H17ClN2O2/c14-12-3-1-11(2-4-12)13(17)15-5-6-16-7-9-18-10-8-16/h1-4H,5-10H2,(H,15,17)

InChIKey

YHXISWVBGDMDLQ-UHFFFAOYSA-N

LogP

1.4019999999999997

Topological Polar Surface Area

41.57000000000001 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

262

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class 8 Class 8

Toxicity

LD50 in rats (mg/kg): 707 orally (Burkard, Wyss)

Synonyms & References

English

AB00400932_12
DTXCID7020554
Moclamide
Moclobemide [USAN:BAN:INN]
A837152
LP00824
AC-12467
BRN 0530974
BIM-0048213.P001
4-chloro-N-(2-morpholinoethyl)benzamide
Benzamide, 4-chloro-N-[2-(4-morpholinyl)ethyl]-
SMR000012114
NCGC00027930-07
Oprea1_270122
AC-35244
4-Chlor-N-(2-morpholinoethyl)benzamid
SR-01000357772
D02561
CCG-100879
4-chloro-N-[2-(morpholin-4-yl)ethyl]benzamide
BENZAMIDE, 4-CHLORO-N-(2-(4-MORPHOLINYL)ETHYL)-
HMS3371A01
Z32409934
HMS3393A16
Moclobemida [INN-Spanish]
Moclobemida
FT-0618228
Moclobemide [USAN:INN:BAN]
HMS2096G07
108375-13-9
Aurorix (TN)

MDL Number

MFCD00865388

FAQ

What are the physical and chemical properties of 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9)?

4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9) is a crystalline solid with a molecular weight of approximately 305.7 g/mol. It is slightly soluble in water and more soluble in organic solvents like DMSO and DMF. The compound exhibits basic reactivity due to the amide group and the morpholine moiety, making it susceptible to acid-catalyzed hydrolysis. It has a pKa around 8.5, indicating a basic nature.

How is 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9) typically synthesized?

4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9) is typically synthesized by the condensation of 4-chlorobenzoyl chloride with 2-(4-morpholinylethyl)amine. This reaction is catalyzed by a base such as triethylamine. The process yields a product with high selectivity and good yield, approximately 90%, under mild conditions.

What industries use 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9)?

4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9) is primarily used in pharmaceuticals for its potential as a drug candidate. It may also find applications in the production of polymers, where its amide functionality can contribute to material properties. Additionally, it can be used in the development of sensors and semiconductors due to its chemical reactivity and structural features.

What precautions should be taken when handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9)?

When handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place, away from direct sunlight and sources of heat. Laboratory fume hoods should be used during all handling procedures to minimize exposure. In case of a spill, immediately contain it and follow the safety data sheet (SDS) guidelines for disposal. Ensure proper ventilation in the laboratory at all times.