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Betaxolol

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Name

Betaxolol

EINECS N/A
CAS No. 63659-18-7 Density 1.067 g/cm3
PSA 50.72000 LogP 2.78430
Solubility N/A 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 N/A 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;

Article Data 13

Betaxolol Synthetic route

75-31-0

isopropylamine

63659-17-6

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

63659-18-7

betaxolol

Conditions
ConditionsYield
for 24h; Ambient temperature;90%
for 48h; Heating; Yield given;
In water at 0 - 35℃;
884340-61-8

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

75-11-6

diiodomethane

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

63659-18-7

betaxolol

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol74%
63659-16-5

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

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
63659-15-4

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

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
61439-59-6

2-(4-benzyloxyphenyl)ethanol

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
56441-69-1

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

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
63659-19-8

betaxolol Hydrochloride

63659-18-7

betaxolol

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

betaxolol

108-24-7

acetic anhydride

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℃;
63659-18-7

betaxolol

108-24-7

acetic anhydride

A

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

B

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;

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.

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