Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Loratadine |
EINECS | 1308068-626-2 |
CAS No. | 79794-75-5 | Density | 1.261 g/cm3 |
PSA | 42.43000 | LogP | 4.82570 |
Solubility | DMSO: 26 mg/mL, soluble | Melting Point |
134-136 ºC |
Formula | C22H23ClN2O2 | Boiling Point | 531.3 ºC at 760 mmHg |
Molecular Weight | 382.89 | Flash Point | 275.1 ºC |
Transport Information | N/A | Appearance | white crystalline solid |
Safety | 22-24/25 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Sch 29851;Bedix Loratadina;Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylate;Claratyne;Biloina;Histaloran;Lorastine;Alarin;Loratadine (JAN/USAN);Loratadina [Spanish];Loradif;Claritin D;Sensibit;Loranox;1-Piperidinecarboxylic acid, 4-(8-chloro-5,6-dihydro-11H-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-, ethyl ester;Sohotin;Clarityne;Fristamin;Bonalerg;Aerotina;Claritin;Rhinase;Alerpriv;Lertamine;Allertidin;Loratadine (79794-75-5);Loratadina;Clarityne-D;Lorantis;Pylor;Lowadina;Lesidas;Loratyne;Tadine; |
Article Data | 28 |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In toluene at 60 - 75℃; for 1 - 2h; | 90% |
Stage #1: chloroformic acid ethyl ester; N-methyldesloratadine With N-ethyl-N,N-diisopropylamine In toluene at 60 - 75℃; for 1 - 2h; Stage #2: With hydrogenchloride In water; toluene | 73% |
With triethylamine In toluene for 3h; Reflux; | 72% |
diethyl N-ethoxycarbonylpiperidine-4-phosphonate
loratadine
Conditions | Yield |
---|---|
With hydrogenchloride In N,N-dimethyl acetamide; isopropyl alcohol at 20 - 140℃; under 760.051 Torr; for 2h; | 82% |
2-cyano-3-methylpyridine
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 3: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 4: tetrahydrofuran / 0.5 h / 40 - 50 °C 5: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 6: 20 g / BF3 / 4 h / 120 °C 7: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 7 steps 1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 3: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 4: tetrahydrofuran / 0.5 h / 40 - 50 °C 5: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 6: 91 percent / hydrofluoric acid, BF3 / -35 °C 7: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 7 steps 1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 3: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 4: tetrahydrofuran / 0.5 h / 40 - 50 °C 5: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 6: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 7: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: sulfuric acid / 0.5 h / 70 - 75 °C 2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -30 - -10 °C / Inert atmosphere 2.2: 1 h / -10 °C / Inert atmosphere 3.1: trichlorophosphate / 4 h / 110 °C 4.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 4.2: 1 h / 40 - 50 °C / Inert atmosphere 4.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 5.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C 6.1: triethylamine / toluene / 2 h / 80 - 85 °C View Scheme |
N-tert-butyl-3-methylpyridine-2-carboxamide
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 5: 20 g / BF3 / 4 h / 120 °C 6: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 6 steps 1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 5: 91 percent / hydrofluoric acid, BF3 / -35 °C 6: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 6 steps 1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 5: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 6: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 5 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 View Scheme | |
Multi-step reaction with 5 steps 1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -30 - -10 °C / Inert atmosphere 1.2: 1 h / -10 °C / Inert atmosphere 2.1: trichlorophosphate / 4 h / 110 °C 3.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 3.2: 1 h / 40 - 50 °C / Inert atmosphere 3.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 4.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C 5.1: triethylamine / toluene / 2 h / 80 - 85 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 91 percent / hydrofluoric acid, BF3 / -35 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2.) aq. HCl / 1.) THF, reflux 2: CF3SO3H / Heating 3: Et3N / toluene / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 1.2: 1 h / 40 - 50 °C / Inert atmosphere 1.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 2.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C 3.1: triethylamine / toluene / 2 h / 80 - 85 °C View Scheme |
3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 20 g / BF3 / 4 h / 120 °C 5: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 5 steps 1: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 91 percent / hydrofluoric acid, BF3 / -35 °C 5: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 5 steps 1: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 5: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: POCl3 / Heating 2: 2.) aq. HCl / 1.) THF, reflux 3: CF3SO3H / Heating 4: Et3N / toluene / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: trichlorophosphate / 4 h / 110 °C 2.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 2.2: 1 h / 40 - 50 °C / Inert atmosphere 2.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 3.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C 4.1: triethylamine / toluene / 2 h / 80 - 85 °C View Scheme |
(1-methyl-4-piperidyl)magnesium chloride
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 91 percent / hydrofluoric acid, BF3 / -35 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: tetrahydrofuran / Reflux 2: sulfuric acid / 4.5 h / 20 °C 3: triethylamine / toluene / 3 h / Reflux View Scheme |
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 2: 20 g / BF3 / 4 h / 120 °C 3: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 2: 91 percent / hydrofluoric acid, BF3 / -35 °C 3: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 2: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 3: 42.4 g / toluene / 1 h / 80 °C View Scheme |
1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 20 g / BF3 / 4 h / 120 °C 2: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: 91 percent / hydrofluoric acid, BF3 / -35 °C 2: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 2: 42.4 g / toluene / 1 h / 80 °C View Scheme |
{3-[2-(3-Chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanone
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CF3SO3H / Heating 2: Et3N / toluene / Heating View Scheme |
Molecular structure:
Formula :C22H23ClN2O2
Mol. mass: 382.88 g/mol
Nominal Mass: 382 Da
Average Mass: 382.8832 Da
Monoisotopic Mass: 382.144806 Da
Index of Refraction: 1.614
Molar Refractivity: 105.85 cm3
Molar Volume: 303.5 cm3
Surface Tension: 53.3 dyne/cm
Density: 1.261 g/cm3
Flash Point: 275.1 °C
Enthalpy of Vaporization: 80.68 kJ/mol
Boiling Point: 531.3 °C at 760 mmHg
Melting Point: 134-136°C
Vapour Pressure: 2.26E-11 mmHg at 25°C
Storage temp: 2-8°C
Solubility DMSO: 26 mg/mL, soluble
Appearance: White Crystalline Solid
InChI=1/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
Smiles
C1(\c2c(cc(Cl)cc2)CCc2c1nccc2)=C1\CCN(C(OCC)=O)CC1
IUPAC name : Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidine)-1-piperidinecarboxylate
Synonyms of Loratadine (CAS NO.79794-75-5): Loratadine ; Loratadine-d5 ; Loratidine ; Claratyne ; Claritin ; Ethyl 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate ; 4(8-Chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate ; 4-(8-Chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester
Product Categories: Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;API's;Histamine receptor
Loratadine (CAS NO.79794-75-5) was eventually approved by the FDA.
Loratadine (CAS NO.79794-75-5) is an antihistamine drug used to treat allergies.
Hazard Codes: Xi
Risk Statements of Loratadine (CAS NO.79794-75-5): 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S36: Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Loratadine (CAS NO.79794-75-5) is combined with pseudoephedrine, a decongestant; this makes it somewhat useful for colds as well as allergies, but adds potential side-effects of insomnia, nervousness and anxiety.
In the U.S. and UK, loratadine is the only drug of its class available over the counter (though it is no longer the only second generation antihistamine available in this manner).