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Desloratadine

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Name

Desloratadine

EINECS 638-878-8
CAS No. 100643-71-8 Density 1.221 g/cm3
PSA 24.92000 LogP 4.34770
Solubility Freely soluble in methanol Melting Point 150-151 °C
Formula C19H19ClN2 Boiling Point 467.9 °C at 760 mmHg
Molecular Weight 310.826 Flash Point 236.8 °C
Transport Information N/A Appearance Beige solid
Safety Risk Codes R11
Molecular Structure Molecular Structure of 100643-71-8 (Desloratadine) Hazard Symbols N/A
Synonyms

Neoclarityn;Opulis;Sch 34117;5H-Benzo[5,6]cyclohepta[1,2-b]pyridine,8-chloro-6,11-dihydro-11-(4-piperidinylidene)-;8-Chloro-11-(4-piperidylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine;Aerius;Allex;Azomyr;Clarinex;Descarboethoxyloratadine;NSC675447;8-Chloro-6,11-dihydro-11-(4-piperdinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine;

Article Data 43

Desloratadine Synthetic route

79794-75-5

loratadine

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
In ethanol; water Reflux; Inert atmosphere; Alkaline conditions;98.5%
With C22H40N4(2+)*2BF4(1-) In toluene at 80℃; for 0.666667h;98.5%
With sodium hydroxide In ethanol; water at 100 - 105℃; for 5h; Concentration; Solvent; Time; Temperature; Autoclave; Inert atmosphere; Large scale;96%

8-chloro-6,11-dihydro-11-(4-piperidinylydene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine carbon dioxide adduct

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Stage #1: 8-chloro-6,11-dihydro-11-(4-piperidinylydene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine carbon dioxide adduct In ethanol for 1h; Heating / reflux;
Stage #2: In methanol; acetone Heating / reflux;
63%
32998-95-1

N-tert-butyl-3-methylpyridine-2-carboxamide

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) n-BuLi / 1.) THF, -40 deg C
2: POCl3 / Heating
3: 2.) aq. HCl / 1.) THF, reflux
4: CF3SO3H / Heating
5: Et3N / toluene / Heating
6: aq. KOH / Heating
View Scheme
31255-57-9

3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 2.) aq. HCl / 1.) THF, reflux
2: CF3SO3H / Heating
3: Et3N / toluene / Heating
4: aq. KOH / Heating
View Scheme
107285-30-3

3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: POCl3 / Heating
2: 2.) aq. HCl / 1.) THF, reflux
3: CF3SO3H / Heating
4: Et3N / toluene / Heating
5: aq. KOH / Heating
View Scheme
130642-50-1

{3-[2-(3-Chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanone

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CF3SO3H / Heating
2: Et3N / toluene / Heating
3: aq. KOH / Heating
View Scheme
620-20-2

1-Chloro-3-chloromethyl-benzene

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) n-BuLi / 1.) THF, -40 deg C
2: POCl3 / Heating
3: 2.) aq. HCl / 1.) THF, reflux
4: CF3SO3H / Heating
5: Et3N / toluene / Heating
6: aq. KOH / Heating
View Scheme
38092-89-6

N-methyldesloratadine

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / toluene / Heating
2: aq. KOH / Heating
View Scheme
With potassium hydroxide In ethanol; water
With potassium hydroxide In ethanol; water
Multi-step reaction with 2 steps
1: triethylamine / toluene / 3 h / Reflux
2: potassium hydroxide / ethanol / 6 h / Reflux
View Scheme
100643-73-0

8-chloro-6,11-dihydro-11-(1-cyano-4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
In hydrogenchloride; water; acetic acid11.5 grams (93%)

8-Chloro-6,11-dihydro-11-(4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine acetic acid salt

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
With potassium carbonate; pyrographite In chloroform; water for 0.5h; pH=~ 10 - 12; Product distribution / selectivity;
Stage #1: 8-Chloro-6,11-dihydro-11-(4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine acetic acid salt With pyrographite In water at 20℃; for 1h;
Stage #2: With potassium carbonate In water at 65 - 70℃; for 6 - 12h; pH=10 - 12; Product distribution / selectivity;

Desloratadine Chemical Properties

Molecular Structure of Desloratadine (CAS NO.100643-71-8):

Systematic Name: 8-Chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Molecular Weight: 310.82056 [g/mol]
Molecular Formula: C19H19ClN2
XLogP3: 4.5
H-Bond Donor: 1
H-Bond Acceptor: 2
Appearance: Beige Solid
Melting Point:  150-151 °C
storage temp.: 2-8 °C 
Index of Refraction: 1.625
Molar Refractivity: 90.05 cm3
Molar Volume: 254.3 cm3
Surface Tension: 50 dyne/cm
Density: 1.221 g/cm3
Flash Point: 236.8 °C
Enthalpy of Vaporization: 73 kJ/mol
Boiling Point: 467.9 °C at 760 mmHg
Vapour Pressure: 6.25E-09 mmHg at 25 °C
Classification Code: Anti-allergic agents; Antihistamine; Antihistaminic; Cholinergic Agents; Cholinergic Antagonists; Histamine Agents; Histamine Antagonists; Histamine H1 Antagonists, Non-Sedating; Histamine H1 antagonists; Neurotransmitter Agents; Treatment of seasonal allergic rhinitis [H1 receptor antagonist]
Product Categories: Active Pharmaceutical Ingredients; Antihistaminic; Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites; Pharmaceuticals

Desloratadine Uses

 Desloratadine (CAS NO.100643-71-8) is used as respiratory and anti-allergic drug to treat allergies and also can be as tablets and syrup to treat and release allergies.

Desloratadine Specification

  Desloratadine (CAS NO.100643-71-8), its Synonyms are 8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridine ; Aerius ; Azomyr ; Clarinex ; Denosin ; Neoclarityn ; 5H-Benzo(5,6)cyclohepta(1,2-b)pyridine, 8-chloro-6,11-dihydro-11-(4-piperidinylidene)- .

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