Product Name

  • Name

    Betaxolol

  • EINECS
  • CAS No. 63659-18-7
  • Article Data13
  • CAS DataBase
  • Density 1.067 g/cm3
  • Solubility
  • Melting Point 61-63 °C
  • Formula C18H29NO3
  • Boiling Point 448 °C at 760 mmHg
  • Molecular Weight 307.433
  • Flash Point 224.724 °C
  • Transport Information
  • Appearance White crystalline solid
  • Safety
  • Risk Codes R36/37/38
  • Molecular Structure Molecular Structure of 63659-18-7 (Betaxolol)
  • Hazard Symbols Xi
  • Synonyms 1-Isopropylamino-3-[4-(2-cyclopropylmethoxy-ethyl)phenoxy]-2-propanol;Betaxolol;Betoptic S;
  • PSA 50.72000
  • LogP 2.78430

Synthetic route

isopropylamine
75-31-0

isopropylamine

1-[2-(cyclopropyl-methoxy)-ethyl]-4-(2,3-epoxypropoxy)-benzene
63659-17-6

1-[2-(cyclopropyl-methoxy)-ethyl]-4-(2,3-epoxypropoxy)-benzene

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
for 24h; Ambient temperature;90%
for 48h; Heating; Yield given;
In water at 0 - 35℃;
RS 1-{4-[2-(allyloxy)-ethyl]phenoxy}-3-isopropylamino propan-2-ol
884340-61-8

RS 1-{4-[2-(allyloxy)-ethyl]phenoxy}-3-isopropylamino propan-2-ol

diiodomethane
75-11-6

diiodomethane

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
With diethylzinc In toluene at 0℃; for 16h;84%
2-Phenyl-3-isopropyl-5-[[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]methyl]oxazolidine

2-Phenyl-3-isopropyl-5-[[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]methyl]oxazolidine

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol74%
4-[2-(cyclopropylmethoxy)-ethyl]-phenol
63659-16-5

4-[2-(cyclopropylmethoxy)-ethyl]-phenol

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / H2O / 12 h / Ambient temperature
2: 48 h / Heating
View Scheme
1-benzyloxy-4-(2-cyclopropylmethoxyethyl)benzene
63659-15-4

1-benzyloxy-4-(2-cyclopropylmethoxyethyl)benzene

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / H2 / 5percent Pd/C / tetrahydrofuran / 50 - 60 °C / 2585.7 Torr
2: NaOH / H2O / 12 h / Ambient temperature
3: 48 h / Heating
View Scheme
2-(4-benzyloxyphenyl)ethanol
61439-59-6

2-(4-benzyloxyphenyl)ethanol

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) NaH / 1.) DMF, 2.) DMF, 60 deg, 18 h
2: 84 percent / H2 / 5percent Pd/C / tetrahydrofuran / 50 - 60 °C / 2585.7 Torr
3: NaOH / H2O / 12 h / Ambient temperature
4: 48 h / Heating
View Scheme
2-<4-(phenylmethoxy)phenyl>acetic acid ethyl ester
56441-69-1

2-<4-(phenylmethoxy)phenyl>acetic acid ethyl ester

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 86 percent / LiAlH4 / tetrahydrofuran / 3 h / Ambient temperature
2: 1.) NaH / 1.) DMF, 2.) DMF, 60 deg, 18 h
3: 84 percent / H2 / 5percent Pd/C / tetrahydrofuran / 50 - 60 °C / 2585.7 Torr
4: NaOH / H2O / 12 h / Ambient temperature
5: 48 h / Heating
View Scheme
betaxolol Hydrochloride
63659-19-8

betaxolol Hydrochloride

betaxolol
63659-18-7

betaxolol

Conditions
ConditionsYield
With Dowex Marathon 11 chloride form In water
betaxolol
63659-18-7

betaxolol

acetic anhydride
108-24-7

acetic anhydride

1-(N-acetyl-N-isopropyl)amino-3-<4-(2-cyclopropylmethoxy)ethyl>phenoxyprop-2-yl acetate
169613-96-1

1-(N-acetyl-N-isopropyl)amino-3-<4-(2-cyclopropylmethoxy)ethyl>phenoxyprop-2-yl acetate

Conditions
ConditionsYield
With pyridine for 24h; Ambient temperature;100%
With pyridine; triethylamine at 20℃;
betaxolol
63659-18-7

betaxolol

acetic anhydride
108-24-7

acetic anhydride

A

N-{(R)-3-[4-(2-Cyclopropylmethoxy-ethyl)-phenoxy]-2-hydroxy-propyl}-N-isopropyl-acetamide

N-{(R)-3-[4-(2-Cyclopropylmethoxy-ethyl)-phenoxy]-2-hydroxy-propyl}-N-isopropyl-acetamide

B

Acetic acid (S)-2-(acetyl-isopropyl-amino)-1-[4-(2-cyclopropylmethoxy-ethyl)-phenoxymethyl]-ethyl ester
169613-97-2

Acetic acid (S)-2-(acetyl-isopropyl-amino)-1-[4-(2-cyclopropylmethoxy-ethyl)-phenoxymethyl]-ethyl ester

Conditions
ConditionsYield
With pyridine for 24h; Ambient temperature; Yield given. Yields of byproduct given;
...Expand
betaxolol
63659-18-7

betaxolol

cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

cyclopropanecarboxylic acid 2-[4-(2-cyclopropylmethoxy-ethyl)-phenoxy]-1-(isopropylamino-methyl)-ethyl ester

cyclopropanecarboxylic acid 2-[4-(2-cyclopropylmethoxy-ethyl)-phenoxy]-1-(isopropylamino-methyl)-ethyl ester

Conditions
ConditionsYield
Acylation;
betaxolol
63659-18-7

betaxolol

betaxolol Hydrochloride
63659-19-8

betaxolol Hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In acetone at 10 - 15℃; pH=2.0;
betaxolol
63659-18-7

betaxolol

(S)-betaxolol hydrochloride

(S)-betaxolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine; triethylamine / 20 °C
2: Rhodotorula mucilaginosa DQ832198 / 12 h / 28 °C / pH 6 / Microbiological reaction; phosphate-citric acid buffer
3: sodium hydroxide / methanol / 20 °C
4: hydrogenchloride / water / 20 °C
View Scheme
betaxolol
63659-18-7

betaxolol

(-)-Betaxolol
93221-48-8

(-)-Betaxolol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine; triethylamine / 20 °C
2: Rhodotorula mucilaginosa DQ832198 / 12 h / 28 °C / pH 6 / Microbiological reaction; phosphate-citric acid buffer
3: sodium hydroxide / methanol / 20 °C
View Scheme
betaxolol
63659-18-7

betaxolol

Acetic acid (S)-2-(acetyl-isopropyl-amino)-1-[4-(2-cyclopropylmethoxy-ethyl)-phenoxymethyl]-ethyl ester
169613-97-2

Acetic acid (S)-2-(acetyl-isopropyl-amino)-1-[4-(2-cyclopropylmethoxy-ethyl)-phenoxymethyl]-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; triethylamine / 20 °C
2: Rhodotorula mucilaginosa DQ832198 / 12 h / 28 °C / pH 6 / Microbiological reaction; phosphate-citric acid buffer
View Scheme
betaxolol
63659-18-7

betaxolol

A

(+)-Betaxolol
91878-53-4

(+)-Betaxolol

B

(-)-Betaxolol
93221-48-8

(-)-Betaxolol

Conditions
ConditionsYield
With diethylamine In acetonitrile Reagent/catalyst; Resolution of racemate;

Betaxolol Chemical Properties

Molecular Formula: C18H29NO3
Molar mass: 307.43 g/mol
Density: 1.067 g/cm3
Flash Point: 224.7 °C
Index of Refraction: 1.529
Boiling Point: 448 °C at 760 mmHg
Vapour Pressure: 8.26E-09 mmHg at 25°C
Melting point: 61-63°C
Appearance: White crystalline solid
Product categories of Betaxolol (63659-18-7): Pharmaceuticals;Intermediates & Fine Chemicals;Steroids
Structure of Betaxolol (63659-18-7):
                  
Systematic Name: 1-[4-[2-(Cyclopropylmethoxy)ethyl]phenoxy]-3-(isopropylamino)propan-2-ol 
SMILES: O(CCc1ccc(OCC(O)CNC(C)C)cc1)CC2CC2 
InChI: InChI=1/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3 
InChIKey: NWIUTZDMDHAVTP-UHFFFAOYAU 
Std. InChI: InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3 
Std. InChIKey: NWIUTZDMDHAVTP-UHFFFAOYSA-N

Betaxolol History

 Betaxolol (63659-18-7) was approved Drug  Administration (FDA) by and the U.S. Food for ocular use as a 0.5% solution (Betoptic) in 1985 and as a 0.25% solution (Betoptic S) in 1989.

Betaxolol Uses

 Betaxolol (63659-18-7) is a selective beta1 receptor blocker used in the treatment of hypertension and glaucoma. And it can be used for the management of hypertension and for the management of glaucoma .

Betaxolol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 60mg/kg (60mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,

Betaxolol Specification

 Betaxolol (63659-18-7) also can be called Betoptic , Betoptic S , Lokren ,and Kerlone .It typically has fewer systemic side effects than non-selective beta-blockers, for example, not causing bronchospasm (mediated by beta2 receptors) as timolol may.In addition to its effect on the heart, betaxolol reduces the pressure within the eye (intraocular pressure). This effect is thought to be caused by reducing the production of the liquid (which is called the aqueous humor) within the eye. The precise mechanism of this effect is not known. The reduction in intraocular pressure reduces the risk of damage to the optic nerve and loss of vision in patients with elevated intraocular pressure due to glaucoma.It also shows greater affininty for beta1 receptors than metoprolol.

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