N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride (1:1)

Basic Information

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CAS Number

34381-68-5

Molecular Formula

C18H29ClN2O4

Molecular Weight

372.89 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 Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

141-145°C

Boiling Point

564.1 °C at 760 mmHg

Flash Point

564.1 °C at 760 mmHg

SMILES

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CCCC(=O)NC1=CC(=C(C=C1)OCC(CNC(C)C)O)C(=O)C.Cl

InChI

InChI=1S/C18H28N2O4.ClH/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3;/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23);1H

InChIKey

KTUFKADDDORSSI-UHFFFAOYSA-N

LogP

2.787300000000002

Topological Polar Surface Area

87.66000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

401

Safety Information

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Hazard Statement

H312 Harmful in contact with skin
Acute toxicity, dermal

H332 Harmful if inhaled
Acute toxicity, inhalation

Synonyms & References

English

Prestwick_512
Neptal
M&B 17803A
J-019577
3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide hydrochloride
HSDB 6524
CCRIS 1102
ACEBUTOLOL HYDROCHLORIDE [USP MONOGRAPH]
B 17803A
N-[3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]butanamide hydrochloride
Acebutolol hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material
Tox21_110633_1
(+/-)-Acebutolol hydrochloride
HMS1568M19
Acebutolol hydrochloride, analytical standard
Acetanol
Acebutolol HCL
ACEBUTOLOL HYDROCHLORIDE [USP IMPURITY]
ACEBUTOLOL HYDROCHLORIDE [MI]
CAS-34381-68-5
CHEBI:2380
NCGC00094830-03
D00597
Acebutolol hydrochloride
Acebutolol hydrochloride, United States Pharmacopeia (USP) Reference Standard
ACEBUTOLOL HYDROCHLORIDE [MART.]
CCG-39278
ACEBUTOLOL HYDROCHLORIDE [USP-RS]
IL-17803A
FT-0630582
MLS001076107

MDL Number

MFCD00078860

FAQ

What are the physical and chemical properties of N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride (CAS: 34381-68-5)?

N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride is a white crystalline solid with a molecular weight of approximately 446.5 g/mol. It is sparingly soluble in water but more soluble in organic solvents like methanol and ethanol. The compound is stable under normal conditions but reacts with bases to release the free amine. It is non-flammable and has a pKa of about 2.2.

How is N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride (CAS: 34381-68-5) typically synthesized?

N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride is synthesized through a multi-step process involving acetylation, alkylation, and amide formation. The key steps include the initial acetylation of a phenol derivative, followed by the formation of the 2-hydroxy-3-(isopropylamino)propoxy group, and finally the coupling with a butanoyl chloride using a catalyst such as triethylamine. The yield is around 70-75%, and the reaction is typically carried out in an aprotic solvent like dichloromethane.

What industries use N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride (CAS: 34381-68-5)?

N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It is also utilized in the polymer industry for the development of functional polymers with enhanced properties. Additionally, it finds applications in the production of sensors and as a reagent in semiconductors for specific chemical modifications.

What precautions should be taken when handling N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride (CAS: 34381-68-5)?

When handling N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}butanamide hydrochloride, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to minimize exposure to vapors. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. It is important to consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.