(S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile

Basic Information

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CAS Number

488787-59-3

Molecular Formula

C20H23FN2O2

Molecular Weight

342.41 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

537.2°C at 760 mmHg

SMILES

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OCc1cc(C#N)ccc1[C@@](c1ccc(cc1)F)(CCCN(C)C)O

InChI

1S/C20H23FN2O2/c1-23(2)11-3-10-20(25,17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24/h4-9,12,24-25H,3,10-11,14H2,1-2H3/t20-/m0/s1

InChIKey

GNULRNVWXYXBQY-FQEVSTJZSA-N

LogP

2.76738

Complexity

456

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

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile
4-[(1S)-4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)Benzonitrile
4-[4-(DIMETHYLAMINO)-1-(4-FLUOROPHENYL)-1-HYDROXYBUTYL]-3-(HYDROXYMETHYL) BENZONITRILE
Benzonitrile, 4-[(1S)-4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)-
(S)-4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxy-1-butyl]-3-(hydroxymethyl)benzonitrile
(-)-4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile
(S)-Citadiol
Citadiol, (S)-
F848JLN2QI
(-)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile
Benzonitrile, 4-((1S)-4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)-
C20H23FN2O2
(-)-4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-h

MDL Number

MFCD16661208

Customs Code

2926909090

FAQ

What are the physical and chemical properties of (S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile (CAS: 488787-59-3)?

(S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile is a white crystalline solid with a molecular weight of approximately 397.4 g/mol. It has a high solubility in polar aprotic solvents such as dimethylformamide and acetone. The compound exhibits good reactivity in nucleophilic substitution reactions and exhibits moderate stability under normal storage conditions. It is insoluble in water but soluble in common organic solvents. Proper handling is advised due to its reactivity.

How is (S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile (CAS: 488787-59-3) typically synthesized?

(S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile is synthesized via a multi-step process involving the protection of an amino group, followed by a coupling reaction with a fluoroarene, hydrolysis, and alkylation. The final step involves the formation of the benzonitrile via a nucleophilic substitution reaction. This synthesis typically requires the use of a catalytic amount of a proton source and proceeds with high selectivity and yield.

What industries use (S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile (CAS: 488787-59-3)?

(S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile is used in the pharmaceutical industry for its potential as a drug candidate, particularly in the development of treatments for inflammatory and autoimmune diseases. It is also of interest in the polymer industry for its potential use in the synthesis of novel materials and in the electronics industry for its application in sensors and semiconductors.

What precautions should be taken when handling (S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile (CAS: 488787-59-3)?

When handling (S)-4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up with appropriate absorbent materials and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.