(2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine

Basic Information

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CAS Number

60-99-1

Molecular Formula

C19H24N2OS

Molecular Weight

328.48 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

117°C

Density

1.0897 (rough estimate)

Refractive Index

1.5950 (estimate)

SMILES

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COc1ccc2Sc3ccccc3N(C[C@H](C)CN(C)C)c2c1

InChI

InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1

InChIKey

VRQVVMDWGGWHTJ-CQSZACIVSA-N

LogP

4.495600000000004

Topological Polar Surface Area

15.71 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Safety Information

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Hazard Class

Class 6.1(b) Class 6.1(b)

Synonyms & References

English

Methotrimeprazine
Levomeprazine
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
(R)-Methotrimeprazine
10H-Phenothiazine-10-propanamine,2-methoxy-N,N,b-trimethyl-,(bR)-
METHOTRIMEPRAZINE, USP STANDARD
Methotrimeprazine-d3 maleate
dedoran
Levomepromazine
milezin
Nirvan
nomizan
rp7044
XP 03
(−)-10-(3-[Dimethylamino]-2-methylpropyl)-2-methoxyphenothiazine
(R)-3-(2-methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine

MDL Number

MFCD00869255

Customs Code

2934300000

FAQ

What are the physical and chemical properties of (2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine (CAS: 60-99-1)?

This compound is a crystalline solid with a molecular weight of approximately 319.4 g/mol. It has a low solubility in water but is more soluble in organic solvents. The compound is moderately reactive with basic compounds and less reactive with acids. It does not decompose under normal conditions and is stable to light and air.

How is (2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine (CAS: 60-99-1) typically synthesized?

The compound is synthesized through a multi-step process involving the coupling of 2-methoxyphenothiazine with 2,2,3-trimethyl-1-propanamine. Commonly, the synthesis involves the use of a palladium catalyst in the presence of a base. The reaction yields are moderate, with a selectivity towards the (2R) isomer of approximately 90%. The reaction conditions are optimized for temperature, catalyst concentration, and solvent choice.

What industries use (2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine (CAS: 60-99-1)?

This compound is primarily used in the pharmaceutical industry for its potential therapeutic applications, particularly in the development of antipsychotic drugs. It is also utilized in the polymer industry for its electronic properties and in the semiconductor industry for its role as a dopant. Additionally, it has applications in the production of sensors due to its ability to interact with certain analytes.

What precautions should be taken when handling (2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine (CAS: 60-99-1)?

When handling this compound, 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, preferably in a fume hood, to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.