Product Name

  • Name

    Epinastine

  • EINECS 616-785-3
  • CAS No. 80012-43-7
  • Article Data8
  • CAS DataBase
  • Density 1.32 g/cm3
  • Solubility
  • Melting Point 270oC
  • Formula C16H15N3
  • Boiling Point 428 °C at 760 mmHg
  • Molecular Weight 249.315
  • Flash Point 212.7 °C
  • Transport Information
  • Appearance white to yellow crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 80012-43-7 (Epinastine)
  • Hazard Symbols
  • Synonyms WAL 801;3-Amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine;
  • PSA 41.62000
  • LogP 2.66770

Synthetic route

3-methoxycarbonylamino-9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepine

3-methoxycarbonylamino-9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 2h;98%
With hydrogenchloride at 95℃; for 31h;73%
3-amino-9,13b-dihydro-1H-dibenzimidazo<1,5-a>azepine hydrobromide
127786-29-2

3-amino-9,13b-dihydro-1H-dibenzimidazo<1,5-a>azepine hydrobromide

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 3h; pH=> 10;92%
bromocyane
506-68-3

bromocyane

6-aminomethyldibenzo[b,e]azepine

6-aminomethyldibenzo[b,e]azepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
In ethanol at 30℃; for 10h; Temperature;88.6%
N-(9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepin-3-yl)benzamide

N-(9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepin-3-yl)benzamide

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 2h; Temperature;70.1%
6,11-dihydro-5H-dibenzazepine-6-methanamine fumarate
127785-96-0

6,11-dihydro-5H-dibenzazepine-6-methanamine fumarate

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
With sodium hydroxide In water at 25 - 30℃; for 0.5h;
6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine
41218-84-2

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / toluene / 15 h / 70 °C
2: hydrogenchloride / 31 h / 95 °C
View Scheme
Multi-step reaction with 3 steps
1: acetone / 3 h / 0 °C
2: 2-chloro-1-methyl-pyridinium iodide; triethylamine / N,N-dimethyl-formamide / 10 h / 25 °C
3: hydrogenchloride / water / 2 h / 100 °C
View Scheme
2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione
143878-20-0

2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate / methanol / 4 h / Reflux
2: dichloromethane / 4 h / 20 °C
View Scheme
bromocyane
506-68-3

bromocyane

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine
41218-84-2

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 4h;
In methanol; ethyl acetate at 10 - 20℃; for 6h; Temperature; Solvent;
C21H20N2O

C21H20N2O

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polyphosphoric acid / dichloromethane / 0.5 h / 160 °C
2: 5%-palladium/activated carbon / methanol / 1 h / 80 °C
3: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
C21H18N2

C21H18N2

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon / methanol / 1 h / 80 °C
2: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
C23H20N2O2

C23H20N2O2

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon / 3 h / 40 °C
2: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; ethyl acetate / 10 h / 5 °C
2.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 15 °C
2.2: 12 h
3.1: polyphosphoric acid / dichloromethane / 2 h / 120 °C
4.1: hydrogenchloride / ethyl acetate; water / 4 h / 20 °C
5.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; ethyl acetate / 10 h / 5 °C
2.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 15 °C
2.2: 12 h
3.1: polyphosphoric acid / dichloromethane / 1.5 h / 130 °C
4.1: 5%-palladium/activated carbon / 3 h / 40 °C
5.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; ethyl acetate / 10 h / 5 °C
2.1: 4,5-dicyano-1H-imidazole / ethyl acetate / 1 h / 35 °C
2.2: 2 h
3.1: polyphosphoric acid / dichloromethane / 0.5 h / 160 °C
4.1: 5%-palladium/activated carbon / methanol / 1 h / 80 °C
5.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
C30H24N2O2

C30H24N2O2

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / ethyl acetate / 2 h / 60 °C
2: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
2-benzylaniline
28059-64-5

2-benzylaniline

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 4,5-dicyano-1H-imidazole / ethyl acetate / 1 h / 35 °C
1.2: 2 h
2.1: polyphosphoric acid / dichloromethane / 0.5 h / 160 °C
3.1: 5%-palladium/activated carbon / methanol / 1 h / 80 °C
4.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 15 °C
1.2: 12 h
2.1: polyphosphoric acid / dichloromethane / 2 h / 120 °C
3.1: hydrogenchloride / ethyl acetate; water / 4 h / 20 °C
4.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 15 °C
1.2: 12 h
2.1: polyphosphoric acid / dichloromethane / 1.5 h / 130 °C
3.1: 5%-palladium/activated carbon / 3 h / 40 °C
4.1: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
C20H24N2O3

C20H24N2O3

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polyphosphoric acid / dichloromethane / 2 h / 120 °C
2: hydrogenchloride / ethyl acetate; water / 4 h / 20 °C
3: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: polyphosphoric acid / dichloromethane / 1.5 h / 130 °C
2: 5%-palladium/activated carbon / 3 h / 40 °C
3: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
C20H22N2O2

C20H22N2O2

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / ethyl acetate; water / 4 h / 20 °C
2: ethyl acetate; methanol / 6 h / 10 - 20 °C
View Scheme
6-(chloromethyl)-11H-dibenzazepine
21535-44-4

6-(chloromethyl)-11H-dibenzazepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dichloromethane / 3 h / Reflux
2: hydrogenchloride / methanol; water / 2 h / Reflux
3: palladium 10% on activated carbon; hydrogen / water; ethanol / 5 h / 20 °C
4: ethanol / 10 h / 30 °C
View Scheme
6-bromomethyldibenzo[b,e]azepine

6-bromomethyldibenzo[b,e]azepine

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dichloromethane / 3 h / Reflux
2: hydrogenchloride / water; ethanol / 2 h / Reflux
3: palladium 10% on activated carbon; hydrogen / water; ethanol / 5 h / 20 °C
4: ethanol / 10 h / 30 °C
View Scheme
C21H24N5(1+)*Cl(1-)

C21H24N5(1+)*Cl(1-)

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / methanol; water / 2 h / Reflux
2: palladium 10% on activated carbon; hydrogen / water; ethanol / 5 h / 20 °C
3: ethanol / 10 h / 30 °C
View Scheme
C21H24N5(1+)*Br(1-)

C21H24N5(1+)*Br(1-)

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water; ethanol / 2 h / Reflux
2: palladium 10% on activated carbon; hydrogen / water; ethanol / 5 h / 20 °C
3: ethanol / 10 h / 30 °C
View Scheme
6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine maleate

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine maleate

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hydroxide / tert-butyl methyl ether; water / 2 h / 20 °C / Large scale
2: acetone / 3 h / 0 °C
3: 2-chloro-1-methyl-pyridinium iodide; triethylamine / N,N-dimethyl-formamide / 10 h / 25 °C
4: hydrogenchloride / water / 2 h / 100 °C
View Scheme
C23H21N3OS

C23H21N3OS

epinastine
80012-43-7

epinastine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2-chloro-1-methyl-pyridinium iodide; triethylamine / N,N-dimethyl-formamide / 10 h / 25 °C
2: hydrogenchloride / water / 2 h / 100 °C
View Scheme
epinastine
80012-43-7

epinastine

epinastine hydrochloride
108929-04-0

epinastine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water; ethyl acetate for 0.5h; Product distribution / selectivity;92%
With hydrogenchloride In tetrahydrofuran; water at 40℃; for 4h; pH=3.6; Temperature; Solvent; pH-value;89.7%
With hydrogenchloride In water at 0 - 60℃; for 0.5h; Product distribution / selectivity;
With hydrogenchloride In methanol; water at -10 - 20℃; for 10h; Temperature; Solvent;
mefenamic Acid
61-68-7

mefenamic Acid

epinastine
80012-43-7

epinastine

N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-((2,3-dimethylphenyl)amino)benzamide

N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-((2,3-dimethylphenyl)amino)benzamide

Conditions
ConditionsYield
Stage #1: mefenamic Acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 0.333333h; Inert atmosphere;
Stage #2: epinastine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 6h;		57%
epinastine
80012-43-7

epinastine

salicylic acid
69-72-7

salicylic acid

N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-hydroxybenzamide

N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-hydroxybenzamide

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 12h;48%
epinastine
80012-43-7

epinastine

3-amino-7-bromo-9,13-dihydro-1H-dibenzo[c,f]-imidazo[1,5-a]azepine

3-amino-7-bromo-9,13-dihydro-1H-dibenzo[c,f]-imidazo[1,5-a]azepine

Conditions
ConditionsYield
With bromine In chloroform at 20℃; for 10h;46%
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

epinastine
80012-43-7

epinastine

(2S)-N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-(6-methoxynaphthalen-2-yl)propaamide

(2S)-N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)-2-(6-methoxynaphthalen-2-yl)propaamide

Conditions
ConditionsYield
Stage #1: epinastine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: (2S)-2-(6-methoxy(2-naphthyl))propanoic acid With HATU In tetrahydrofuran for 2h; Inert atmosphere;		37%
epinastine
80012-43-7

epinastine

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
53-86-1

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)acetamide

2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-(9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-yl)acetamide

Conditions
ConditionsYield
Stage #1: epinastine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 2h; Inert atmosphere;		16%

Epinastine Specification

The CAS register number of Epinastine is 80012-43-7. It also can be called as 3-Amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine and the systematic name about this chemical is 9,13b-dihydro-1H-dibenzo[c,f]imidazo[1,5-a]azepin-3-amine. The molecular formula about this chemical is C16H15N3 and the molecular weight is 249.31. Classification code about this chemical are Histamine Agents, Histamine Antagonists, Histamine H1 antagonists and Neurotransmitter Agents. This chemical is an antihistamine and a mast cell stabilizer that is used in eye drops to treat allergic conjunctivitis.

Physical properties about Epinastine are: (1)ACD/LogP: 3.44; (2)ACD/LogD (pH 5.5): 1.44; (3)ACD/LogD (pH 7.4): 1.48; (4)ACD/BCF (pH 5.5): 2.43; (5)ACD/BCF (pH 7.4): 2.63; (6)ACD/KOC (pH 5.5): 17.75; (7)ACD/KOC (pH 7.4): 19.2; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)Polar Surface Area: 18.84Å2; (11)Index of Refraction: 1.727; (12)Molar Refractivity: 75.01 cm3; (13)Molar Volume: 188.4 cm3; (14)Polarizability: 29.73x10-24cm3; (15)Surface Tension: 55.3 dyne/cm; (16)Enthalpy of Vaporization: 68.31 kJ/mol; (17)Boiling Point: 428 °C at 760 mmHg; (18)Vapour Pressure: 1.56E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: N\4=C(\N3c1c(cccc1)Cc2c(cccc2)C3C/4)N
(2)InChI: InChI=1/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)
(3)InChIKey: WHWZLSFABNNENI-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)
(5)Std. InChIKey: WHWZLSFABNNENI-UHFFFAOYSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View