(2R)-2-{2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-2-butenedioate (1:1)

Basic Information

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CAS Number

14976-57-9

Molecular Formula

C25H30ClNO5

Molecular Weight

459.97 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

177-180°C

Boiling Point

425.2°C at 760 mmHg

Flash Point

No data available

Solubility

DMSO: soluble5mg/mL (clear solution; warmed)

Refractive Index

1.5790 (estimate)

Vapor Pressure

No data available

Specific Rotation

+13° - +18° (c=1,MeOH)

SMILES

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CC(C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCCC3CCCN3C.C(=CC(=O)O)C(=O)O

InChI

InChI=1S/C21H26ClNO.C4H4O4/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2;5-3(6)1-2-4(7)8/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t20-,21-;/m1./s1

InChIKey

PMGQWSIVQFOFOQ-YKVZVUFRSA-N

LogP

4.816200000000003

Topological Polar Surface Area

87.07000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

495

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Sensitiveness

Sensitive to humidity

Toxicity

LD50 in mice, rats (mg/kg): 730, 3550 orally; 43, 82 i.v. (Weimann)

Synonyms & References

English

HY-B0298A
BCP27945
AKOS037643271
Q27106180
Pyrrolidine,2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methyl-, (2R)-,(2E)-2-butenedioate (1:1)
Clemastine fumarate [USAN:USP:BAN:JAN]
CLEMASTINE FUMARATE
Telgin-G
Prestwick_680
Tavegyl
Contac 12 Hour Allergy
SCHEMBL33403
CLEMASTINE FUMARATE [USP MONOGRAPH]
Clemastine (fumarate)
Clemastine fumarate, United States Pharmacopeia (USP) Reference Standard
HMS1568N14
Tavist
HS-592 (fumarate);Meclastine (fumarate)
Anhistan
PMGQWSIVQFOFOQ-YKVZVUFRSA-N
CLEMASTINE FUMARATE (EP MONOGRAPH)
DTXSID6047785
Clemanil
SR-05000001590
NCGC00016710-01
CCG-40028
Clemastine for system suitability
HMS3267L12
(R-(R*,R*))-2-(2-(1-(p-Chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidinium hydrogen fumarate
Clemastinefumarate,(S)
HMS1920O13

MDL Number

MFCD00137486

Customs Code

2933990090

FAQ

What is (2R)-2-{2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-2-butenedioate (1:1) (CAS: 14976-57-9)?

This compound is a pyrrolidine derivative with a complex structure featuring a 1-methylpyrrolidine ring and a (2E)-2-butenedioate group. It is a white to off-white solid with moderate solubility in organic solvents. Its molecular formula is C21H25ClO4N, and it exhibits stability under standard conditions. The compound is commonly used as an intermediate in pharmaceutical synthesis due to its functional group versatility.

What are the main uses of (2R)-2-{2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-2-butenedioate (1:1) (CAS: 14976-57-9)?

Primarily used in pharmaceutical research for drug development, this compound serves as a key intermediate in synthesizing active pharmaceutical ingredients (APIs). It also finds applications in organic chemistry as a reagent for functional group modification. Additionally, it may be utilized in industrial processes requiring selective chemical transformations, though specific commercial uses are limited due to its specialized structure.

Is (2R)-2-{2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-2-butenedioate (1:1) (CAS: 14976-57-9) safe?

Safety data for this compound is limited, but standard chemical handling practices should be followed. It is recommended to use personal protective equipment (PPE) such as gloves and goggles to avoid skin contact or inhalation. Proper disposal and storage are crucial to prevent environmental contamination. Always adhere to local safety regulations and consult Material Safety Data Sheets (MSDS) for detailed guidelines.

How should (2R)-2-{2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-2-butenedioate (1:1) (CAS: 14976-57-9) be stored?

Store in a sealed, airtight container at controlled room temperature (15-25°C) away from moisture and light. Maintain humidity levels below 60% and ensure the storage area is well-ventilated. Avoid exposure to incompatible substances such as strong oxidizers. For long-term stability, refrigeration at 2-8°C is advised, but always check manufacturer specifications for precise conditions.