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Celiprolol hydrochloride
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Name

Celiprolol hydrochloride

 EINECS 260-752-2
CAS No. 57470-78-7 Density 1.114g/cm3
PSA 90.90000 LogP 4.15660
Solubility Soluble in ethanol, methanol and water Melting Point 197-200 °C (dec.)
Formula C20H33N3O4.HCl Boiling Point 586.5 °C at 760 mmHg
Molecular Weight 415.961 Flash Point 308.5 °C
Transport Information N/A Appearance White crystalline solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 57470-78-7 (Celiprolol hydrochloride) Hazard Symbols N/A
Synonyms

Urea,N'-[3-acetyl-4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]phenyl]-N,N-diethyl-,monohydrochloride (9CI);Celectol;Corliprol;NSC324509;REV 5320A;ST 1396;Selecor;Tenoloc;

Article Data 2

Celiprolol hydrochloride Synthetic route

56980-93-9

celiprolol

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In acetone pH=5.5 - 6;81.3%
With hydrogenchloride In acetone at 20℃; for 1.5h; pH=5.5 - 6;80%
1357457-94-3

4-(3,3-diethylureido)phenyl acetate

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminum (III) chloride; sodium chloride / 3 h / 140 °C
2: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C
3: ethanol / 8 h / Reflux
4: hydrogenchloride / acetone / pH 5.5 - 6
View Scheme
79881-89-3

3-(3-Acetyl-4-hydroxy-phenyl)-1,1-diethylharnstoff

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C
2: ethanol / 8 h / Reflux
3: hydrogenchloride / acetone / pH 5.5 - 6
View Scheme
100-00-5

4-chlorobenzonitrile

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 10 h / 140 °C / 2250.23 Torr / Autoclave
1.2: 0.5 h / 80 °C
2.1: 5% Pd/C; hydrogen / ethyl acetate / 6.5 h / 65 °C / 3750.38 Torr
3.1: sodium hydrogencarbonate / acetone / 30 °C / Reflux
4.1: aluminum (III) chloride; sodium chloride / 3 h / 140 °C
5.1: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C
6.1: ethanol / 8 h / Reflux
7.1: hydrogenchloride / acetone / pH 5.5 - 6
View Scheme
830-03-5

4-nitrophenol acetate

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: aluminum (III) chloride / nitrobenzene / 6.5 h / 20 - 140 °C
2: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / 10 h / 75 °C
3: water / 12 h / 20 °C
4: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr
5: triethylamine / tetrahydrofuran / 48 h / 40 °C
6: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6
View Scheme
Multi-step reaction with 6 steps
1: 5% Pd/C; hydrogen / ethyl acetate / 6.5 h / 65 °C / 3750.38 Torr
2: sodium hydrogencarbonate / acetone / 30 °C / Reflux
3: aluminum (III) chloride; sodium chloride / 3 h / 140 °C
4: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C
5: ethanol / 8 h / Reflux
6: hydrogenchloride / acetone / pH 5.5 - 6
View Scheme
13871-68-6

p-aminophenyl acetate

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium hydrogencarbonate / acetone / 30 °C / Reflux
2: aluminum (III) chloride; sodium chloride / 3 h / 140 °C
3: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C
4: ethanol / 8 h / Reflux
5: hydrogenchloride / acetone / pH 5.5 - 6
View Scheme
100-02-7

4-nitro-phenol

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 0.17 h / 90 - 95 °C
2: aluminum (III) chloride / nitrobenzene / 6.5 h / 20 - 140 °C
3: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / 10 h / 75 °C
4: water / 12 h / 20 °C
5: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr
6: triethylamine / tetrahydrofuran / 48 h / 40 °C
7: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6
View Scheme
1450-76-6

1-(2-hydroxy-5-nitrophenyl)ethanone

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / 10 h / 75 °C
2: water / 12 h / 20 °C
3: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr
4: triethylamine / tetrahydrofuran / 48 h / 40 °C
5: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6
View Scheme
329722-31-8

1-[5-nitro-2-(oxiran-2-ylmethoxy)phenyl]ethan-1-one

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: water / 12 h / 20 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr
3: triethylamine / tetrahydrofuran / 48 h / 40 °C
4: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6
View Scheme

1-{2-[3-(tert-butylamino)-2-hydroxypropoxy]-5-nitrophenyl}ethan-1-one

57470-78-7

(+/-)-celiprolol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr
2: triethylamine / tetrahydrofuran / 48 h / 40 °C
3: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6
View Scheme

Celiprolol hydrochloride Chemical Properties

IUPAC  Name: 3-[3-Acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl]-1,1-diethylurea hydrochloride       
Empirical Formula: C20H34ClN3O4
Molecular Weight: 415.9547 
Classification Code :Anti-adrenergic ; Drug / Therapeutic Agent ; Human Data 
Einecs: 260-752-2
Freely Rotating Bonds: 11
Polar Surface Area: 62.32 Å2
Flash Point: 308.5 °C
Enthalpy of Vaporization: 92.13 kJ/mol
Boiling Point: 586.5 °C at 760 mmHg
Vapour Pressure: 1.34E-14 mmHg at 25°C 
The Cas Register Number of  Celiprolol hydrochloride is 57470-78-7.The chemical synonyms of  Celiprolol hydrochloride  (CAS NO.57470-78-7) are 3-(3-Acetyl-4-(3-((tert-butyl)amino)-2-hydroxypropoxy)phenyl)-1,1-diethyluronium chloride ; Celiprolol hydrochloride ; Urea, 3-(3-acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-1,1-diethyl-, monohydrochloride ; Urea, N'-(3-acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-N,N-diethyl-, monohydrochloride .The molecular structure of  Celiprolol hydrochloride (CAS NO.57470-78-7) is
.

Celiprolol hydrochloride Uses

  Celiprolol hydrochloride (CAS NO.57470-78-7) is  used as antihypertensive drugs.

Celiprolol hydrochloride Toxicity Data With Reference

 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 100mg/kg (100mg/kg) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING		 Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 41, 1983.
dog LDLo oral 512mg/kg (512mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.
man TDLo oral 40mg/kg/2W-I (40mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Annals of Pharmacotherpy. Vol. 26, Pg. 842, 1992.
mouse LD50 intravenous 42300ug/kg (42.3mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.
mouse LD50 oral 1362mg/kg (1362mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.
mouse LD50 subcutaneous 310mg/kg (310mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.
rat LD50 intravenous 68300ug/kg (68.3mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 41, 1983.
rat LD50 oral 2157mg/kg (2157mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.
rat LD50 subcutaneous 754mg/kg (754mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 38, Pg. 443, 1989.

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