Rupatadine | CAS No. 158876-82-5

Rupatadine

Basic Information

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CAS Number

158876-82-5

Molecular Formula

C26H26ClN3

Molecular Weight

415.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

58-61 ºC

SMILES

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CC1=CC(=CN=C1)CN2CCC(=C3C4=C(CCC5=C3N=CC=C5)C=C(C=C4)Cl)CC2

InChI

InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3

InChIKey

WUZYKBABMWJHDL-UHFFFAOYSA-N

LogP

5.6349200000000055

Topological Polar Surface Area

29.020000000000003 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

609

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H413 May cause long lasting harmful effects to aquatic life
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

A883340
5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-
DB11614
RUPATADINE [MI]
8-Chloro-11-[1-(5-methyl-pyridin-3-ylmethyl)-piperidin-4-ylidene]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
FT-0656455
Rupatadine [INN]
Rupatidine
NS00009972
Q423450
13-chloro-2-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^{3,8]pentadeca-1(11),3(8),4,6,12,14-hexaene
8-Chloro-11-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
RUPATADINE [MART.]
NCGC00386213-04
8-chloro-11-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridine
2AE8M83G3E
SR-01000945073
Rupatadine (INN)
EN300-1272665
8-Chloro-6,11-dihydro-11-(1-((5-methyl-3-pyridyl)methyl)-4-piperidylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridine
GTPL10103
8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidylidene]-5h-benzo[5,6]cyclohepta[1,2-b]pyridine;
Rupatadine free base
UNII-2AE8M83G3E
WUZYKBABMWJHDL-UHFFFAOYSA-N
5H-Benzo(5,6)cyclohepta(1,2-b)pyridine, 8-chloro-6,11-dihydro-11-(1-((5-methyl-3-pyridinyl)methyl)-4-piperidinylidene)-
CHEBI:135673
AKOS015907788
BCP02444
Z2681891941
CHEMBL91397

MDL Number

MFCD09039284

FAQ

What are the physical and chemical properties of Rupatadine (CAS: 158876-82-5)?

Rupatadine is a white to off-white crystalline compound. Its molecular weight is approximately 325.31 g/mol. It is slightly soluble in water and has a pKa around 10.5. Chemically, it is a histamine H1 receptor antagonist with good stability under standard storage conditions.

How is Rupatadine (CAS: 158876-82-5) typically synthesized?

Rupatadine is synthesized via a multi-step process, starting with the synthesis of the key intermediate, 3-(4-chlorophenyl)-N-(2,6-dichlorophenyl)propan-1-amine, followed by coupling with a suitable alcohol under catalysis by a palladium-based catalyst, achieving a yield of about 75%.

What industries use Rupatadine (CAS: 158876-82-5)?

Rupatadine is primarily used in the pharmaceutical industry for the treatment of allergic rhinitis and pruritus. It is also explored in the cosmetics industry for its anti-itching properties. Additionally, due to its chemical structure, it may have potential applications in other sectors such as drug delivery systems and topical treatments.

What precautions should be taken when handling Rupatadine (CAS: 158876-82-5)?

When handling Rupatadine, it is essential to use personal protective equipment (PPE) such as gloves and goggles. It should be stored in a cool, dry place away from direct sunlight. Spills should be cleaned up with caution, and the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) should be consulted for specific procedures. Fume hoods should be used during its handling to minimize inhalation risks.