Product Name

  • Name

    1-Isopropylamino-3-(naphthalen-1-yloxy)-propan-2-ol

  • EINECS 208-378-0
  • CAS No. 525-66-6
  • Article Data126
  • CAS DataBase
  • Density 1.093 g/cm3
  • Solubility Sol of 1 in 20 of water or alcohol; sltly sol in chloroform; practically insol in ether.
  • Melting Point 163-164 °C
  • Formula C16H21 N O2
  • Boiling Point 434.9 °C at 760 mmHg
  • Molecular Weight 259.348
  • Flash Point 216.8 °C
  • Transport Information
  • Appearance White, odorless crystalline powder.
  • Safety A deadly human poison by ingestion and intravenous routes. Poison experimentally by ingestion, intraperitoneal, intravenous, and subcutaneous routes. Human systemic effects by ingestion: cardiac arrhythmias, hallucinations, hypoglycemia, convulsions, and thyroid malfunction. Human reproductive and teratogenic effects by ingestion: extra embryonic structures, abnormal Apgar score in newborn, and abnormal growth statistics. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also INDERAL HYDROCHLORIDE.
  • Risk Codes
  • Molecular Structure Molecular Structure of 525-66-6 (1-Isopropylamino-3-(naphthalen-1-yloxy)-propan-2-ol)
  • Hazard Symbols Highly toxic.
  • Synonyms 2-Propanol,1-(isopropylamino)-3-(1-naphthyloxy)- (7CI,8CI); (?à)-Propranolol; 1-(1-Naphthyloxy)-3-(isopropylamino)-2-propanol;1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol;3-(Naphth-1-yloxy)-1-(isopropylamino)propan-2-ol; AY 64043; Betalong;DL-Propranolol; Euprovasin; Innopran XL; Propranolol; Proprasylyt; Racemicpropranolol; Reducor; dl-Propranolol; b-Propranolol
  • PSA 41.49000
  • LogP 2.96840

Synthetic route

3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one
91740-63-5

3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With potassium hydroxide In benzene for 24h; Heating;100%
3-(1-naphthyloxy)-1,2-epoxypropane
2461-42-9

3-(1-naphthyloxy)-1,2-epoxypropane

isopropylamine
75-31-0

isopropylamine

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With acetic acid In water at 20℃; for 8h;99%
In water94%
Stage #1: 3-(1-naphthyloxy)-1,2-epoxypropane With calcium chloride In acetonitrile
Stage #2: isopropylamine In acetonitrile Further stages.;
93%
3-(1-naphthyloxy)-1,2-epoxypropane
2461-42-9

3-(1-naphthyloxy)-1,2-epoxypropane

2-nitropropane
79-46-9

2-nitropropane

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In water at 20℃; for 24h; Inert atmosphere; Green chemistry;94%
α-naphthol
90-15-3

α-naphthol

isopropylamine
75-31-0

isopropylamine

epichlorohydrin
106-89-8

epichlorohydrin

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In water at 0 - 100℃; for 5h; Reagent/catalyst; Solvent;90%
Stage #1: α-naphthol; epichlorohydrin With potassium tert-butylate In dimethyl sulfoxide at 70℃; for 0.333333h; Williamson Ether Synthesis; Flow reactor;
Stage #2: isopropylamine In dimethyl sulfoxide at 140℃; under 5250.53 Torr; for 0.333333h; Flow reactor;
47 %Chromat.
(RS)-1-bromo-3-(1-naphthyloxy)-2-propanol
2007-16-1

(RS)-1-bromo-3-(1-naphthyloxy)-2-propanol

isopropylamine
75-31-0

isopropylamine

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 40℃; for 4h; Solvent; Temperature;88.9%
3-(1-naphthyloxy)-1,2-epoxypropane
2461-42-9

3-(1-naphthyloxy)-1,2-epoxypropane

isopropylamine
75-31-0

isopropylamine

A

N-Isopropyl-N,N-di-<3-(1-naphthoxy)-2-hydroxypropyl>amin
83314-78-7

N-Isopropyl-N,N-di-<3-(1-naphthoxy)-2-hydroxypropyl>amin

B

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
In toluene for 4h;A 60%
B n/a
1-(3,4-Dihydro-naphthalen-1-yloxy)-3-isopropylamino-propan-2-ol
82616-68-0

1-(3,4-Dihydro-naphthalen-1-yloxy)-3-isopropylamino-propan-2-ol

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone59%
isopropylamine
75-31-0

isopropylamine

2,2-Dichloro-3-(naphthalen-1-yloxymethyl)-oxirane

2,2-Dichloro-3-(naphthalen-1-yloxymethyl)-oxirane

A

C24H20O2

C24H20O2

B

C24H20O2

C24H20O2

C

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
In tetrahydrofuranA n/a
B n/a
C 35%
1-chloro-3-(1-naphthoxy)-2-propanol
20133-93-1

1-chloro-3-(1-naphthoxy)-2-propanol

isopropylamine
75-31-0

isopropylamine

propranolol
525-66-6

propranolol

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate
129459-75-2

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
at 37℃; Rate constant; plasma intestine and liver of rats;
N'-tert-Butyl-N-[2-hydroxy-3-(naphthalen-1-yloxy)-propyl]-N-isopropyl-formamidine
129207-75-6

N'-tert-Butyl-N-[2-hydroxy-3-(naphthalen-1-yloxy)-propyl]-N-isopropyl-formamidine

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With potassium hydroxide; water In methanol at 60℃; for 12h; Yield given;
O-pivaloyl-1-(1-naphthyloxy)-3-isopropylaminopropan-2-ol hydrochloride
94769-42-3

O-pivaloyl-1-(1-naphthyloxy)-3-isopropylaminopropan-2-ol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-acetylpropranolol hydrochloride
4290-58-8

O-acetylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-propionylpropranolol hydrochloride

O-propionylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-Butyryl propranolol hydrochloride

O-Butyryl propranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-isobutyrylpropranolol hydrochloride

O-isobutyrylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-isovalerylpropranolol hydrochloride

O-isovalerylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-valerylpropranolol hydrochloride

O-valerylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-cyclopropanoylpropranolol hydrochloride

O-cyclopropanoylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Cyclobutanecarboxylic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

Cyclobutanecarboxylic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Cyclopentanecarboxylic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

Cyclopentanecarboxylic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
O-cyclohexanoylpropranolol hydrochloride

O-cyclohexanoylpropranolol hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Malonic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

Malonic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Malonic acid ethyl ester 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

Malonic acid ethyl ester 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Succinic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

Succinic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
Pentanedioic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

Pentanedioic acid 1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester methyl ester; hydrochloride

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer (μ = 0.15) In dimethyl sulfoxide at 37℃; Rate constant; var. pH; hydrolysis in buffers and enzymatic hydrolysis in blood plasma and liver homogenate, both taken from beagle dogs;
1--N-isopropylamino>-3-(1-naphthyloxy)-2-propanol
99106-37-3

1--N-isopropylamino>-3-(1-naphthyloxy)-2-propanol

A

carbon dioxide
124-38-9

carbon dioxide

B

acetaldehyde
75-07-0

acetaldehyde

C

acetic acid
64-19-7

acetic acid

D

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With phosphate buffer; water at 37℃; Product distribution; pH 7.4, further reagent, half-lives;
1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate
129459-75-2

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl acetate

A

N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide
2007-11-6

N-[2-hydroxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide

B

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With potassium hydroxide In water; acetone at 25℃; Rate constant;
1-isopropyl-2-naphthalen-1-yloxymethyl-aziridine
27827-17-4

1-isopropyl-2-naphthalen-1-yloxymethyl-aziridine

propranolol
525-66-6

propranolol

Conditions
ConditionsYield
With sulfuric acid
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

propranolol
525-66-6

propranolol

rac-N-tert-Butoxycarbonyl-N-isopropyl-N-[2-hydroxy-3-(1-naphthyloxy)propyl]amine
122835-05-6

rac-N-tert-Butoxycarbonyl-N-isopropyl-N-[2-hydroxy-3-(1-naphthyloxy)propyl]amine

Conditions
ConditionsYield
With triethylamine In dichloromethane98.7%
formic acid ethyl ester
109-94-4

formic acid ethyl ester

propranolol
525-66-6

propranolol

1-<(1-methylethyl)-amino>-3-(1-naphthalenyloxy)-2-propanol formate

1-<(1-methylethyl)-amino>-3-(1-naphthalenyloxy)-2-propanol formate

Conditions
ConditionsYield
for 48h; Ambient temperature;95%
propranolol
525-66-6

propranolol

(±)-propranolol hydrochloride

(±)-propranolol hydrochloride

Conditions
ConditionsYield
With thionyl chloride In ethanol at 0 - 10℃; for 3h; Temperature; Solvent;93.5%
propranolol
525-66-6

propranolol

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol
4199-09-1

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

Conditions
ConditionsYield
Stage #1: propranolol With L-Tartaric acid In ethanol for 10h; Reflux;
Stage #2: With sodium hydrogencarbonate In toluene at 25℃; for 0.333333h; Cooling with ice;
88%
propyl bromide
106-94-5

propyl bromide

propranolol
525-66-6

propranolol

1-isopropylamino-3-(1-naphthyloxy)-2-n-propoxypropane

1-isopropylamino-3-(1-naphthyloxy)-2-n-propoxypropane

Conditions
ConditionsYield
Stage #1: propranolol With sodium hydride In N,N-dimethyl-formamide at 35 - 40℃; for 0.5h;
Stage #2: propyl bromide In N,N-dimethyl-formamide at 20℃; for 1h;
86%
methyl iodide
74-88-4

methyl iodide

propranolol
525-66-6

propranolol

isopropyl-[2-methoxy-3-(naphthalen-1-yloxy)-propyl]-amine

isopropyl-[2-methoxy-3-(naphthalen-1-yloxy)-propyl]-amine

Conditions
ConditionsYield
Stage #1: propranolol With sodium hydride In N,N-dimethyl-formamide at 35 - 40℃; for 0.5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 1h;
86%
propranolol
525-66-6

propranolol

Inderal
318-98-9

Inderal

Conditions
ConditionsYield
Stage #1: propranolol With pyrographite In ethanol for 0.5h; Reflux;
Stage #2: With hydrogenchloride at 4℃; pH=2;
85.1%
With hydrogenchloride In ethanol; water79.7%
C28H26O5

C28H26O5

propranolol
525-66-6

propranolol

A

C30H33NO4

C30H33NO4

B

C30H33NO4

C30H33NO4

Conditions
ConditionsYield
In acetonitrile at 30℃; for 0.5h; pH=9.5; Temperature;A 85.08%
B 83.14%
(E)-3-(3-phenoxyphenyl)acrylic acid
77124-20-0

(E)-3-(3-phenoxyphenyl)acrylic acid

propranolol
525-66-6

propranolol

(E)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropyl-3-(3-phenoxyphenyl)acrylamide

(E)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropyl-3-(3-phenoxyphenyl)acrylamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 24h;79%
C33H52NS2(1+)*FO3S(1-)

C33H52NS2(1+)*FO3S(1-)

propranolol
525-66-6

propranolol

1-{[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ylsulfanyl]-isopropyl-amino}-3-(naphthalen-1-yloxy)-propan-2-ol
136912-10-2

1-{[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ylsulfanyl]-isopropyl-amino}-3-(naphthalen-1-yloxy)-propan-2-ol

Conditions
ConditionsYield
In N,N-dimethyl-formamide76%
formic acid ethyl ester
109-94-4

formic acid ethyl ester

propranolol
525-66-6

propranolol

1-<<(1-methylethyl)-formyl>amino>-3-(1-naphthalenyloxy)-2-propanol
77252-87-0

1-<<(1-methylethyl)-formyl>amino>-3-(1-naphthalenyloxy)-2-propanol

Conditions
ConditionsYield
for 48h; Heating;75%
dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

propranolol
525-66-6

propranolol

N,O-dimethoxycarbonyl propranolol
135984-69-9

N,O-dimethoxycarbonyl propranolol

Conditions
ConditionsYield
With dmap at 60℃; for 12h;75%
With dmap
methanol-benzene

methanol-benzene

(Z)-ethyl 2-bromobut-2-enoate
51263-39-9

(Z)-ethyl 2-bromobut-2-enoate

propranolol
525-66-6

propranolol

N-carbethoxypropenyl propranolol

N-carbethoxypropenyl propranolol

Conditions
ConditionsYield
In tetrahydrofuran; water75%
N-benzoyl-carbonimidic acid dichloride
3911-55-5

N-benzoyl-carbonimidic acid dichloride

propranolol
525-66-6

propranolol

N-[3-Isopropyl-5-(naphthalen-1-yloxymethyl)-oxazolidin-(2E)-ylidene]-benzamide

N-[3-Isopropyl-5-(naphthalen-1-yloxymethyl)-oxazolidin-(2E)-ylidene]-benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h;72%
acrylonitrile
107-13-1

acrylonitrile

propranolol
525-66-6

propranolol

A

3-((1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl)oxy)propanenitrile
1606176-73-1

3-((1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-yl)oxy)propanenitrile

B

3-((2-hydroxy-3-((naphthalen-1-yloxy)propyl)isopropyl)amino)propanenitrile
1606176-74-2

3-((2-hydroxy-3-((naphthalen-1-yloxy)propyl)isopropyl)amino)propanenitrile

Conditions
ConditionsYield
With n-butyllithium; copper(I) 2-hydroxy-3-methylbenzoate; 1,2-bis-(diphenylphosphino)ethane In hexane; N,N-dimethyl-formamide at 20℃; for 3h; Michael Addition; Inert atmosphere; chemoselective reaction;A 63%
B n/a
methyl iodide
74-88-4

methyl iodide

propranolol
525-66-6

propranolol

1-(N-Isopropyl-N,N-dimethylamino)-3-(α-naphthoxy)propan-2-ol iodide
38726-81-7, 113571-33-8, 113571-35-0

1-(N-Isopropyl-N,N-dimethylamino)-3-(α-naphthoxy)propan-2-ol iodide

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol62%
potassium cyanide

potassium cyanide

propranolol
525-66-6

propranolol

1-<<(1-methylethyl)-formyl>amino>-3-(1-naphthalenyloxy)-2-propanol
77252-87-0

1-<<(1-methylethyl)-formyl>amino>-3-(1-naphthalenyloxy)-2-propanol

Conditions
ConditionsYield
With water; malonic acid dimethyl ester In methanol at 45℃; for 52h; Reflux;62%
3,4-dimethoxy-trans-cinnamic acid
14737-89-4

3,4-dimethoxy-trans-cinnamic acid

propranolol
525-66-6

propranolol

(E)-3-(3,4-dimethoxyphenyl)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropylacrylamide

(E)-3-(3,4-dimethoxyphenyl)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropylacrylamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 24h;62%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

propranolol
525-66-6

propranolol

(E)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropylcinnamamide

(E)-N-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-N-isopropylcinnamamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 24h;60%
phenyl (4-methoxybenzoyl)oxycarbamate

phenyl (4-methoxybenzoyl)oxycarbamate

propranolol
525-66-6

propranolol

1-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-1-isopropyl-3-((4-methoxybenzoyl)oxy)urea

1-(2-hydroxy-3-(naphthalen-1-yloxy)propyl)-1-isopropyl-3-((4-methoxybenzoyl)oxy)urea

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 100℃; for 2h; Microwave irradiation; Sealed tube;60%
N-diphenoxymethylene benzamide
81282-38-4

N-diphenoxymethylene benzamide

propranolol
525-66-6

propranolol

N-[3-Isopropyl-5-(naphthalen-1-yloxymethyl)-oxazolidin-(2E)-ylidene]-benzamide

N-[3-Isopropyl-5-(naphthalen-1-yloxymethyl)-oxazolidin-(2E)-ylidene]-benzamide

Conditions
ConditionsYield
In dichloromethane for 5h; Ambient temperature;58%
acetic anhydride
108-24-7

acetic anhydride

propranolol
525-66-6

propranolol

N-[2-acetyloxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide
70153-33-2

N-[2-acetyloxy-3-(1-naphthalenyloxy)propyl]-N-(1-methylethyl)acetamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 4h;54%

Propanalol Chemical Properties

Molecular Structure of Inderal (CAS NO.525-66-6):

Molecular Formula: C16H21NO2
Molecular Weight: 259.34344
IUPAC Name: 1-(Isopropylamino)-3-(1-naphthyloxy)propan-2-ol
CAS: 525-66-6
EINECS: 208-378-0
SMILES: OC(CNC(C)C)COc2cccc1ccccc12
InChI: InChI=1/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
InChIKey: AQHHHDLHHXJYJD-UHFFFAOYAS
Std.InChI: InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
Std.InChIKey: AQHHHDLHHXJYJD-UHFFFAOYSA-N
Melting Point: 163-164℃
Boiling Point: 434.9℃ at 760mmHg
Flash Point: 216.8℃
Molar Volume: 237.1cm3
Density: 1.093g/cm3
Index of Refraction: 1.58
Molar Refractivity: 78.98cm3
Surface Tension: 42.6dyne/cm
Polarizability: 31.31 10-24cm3
Enthalpy of Vaporization: 72.84kJ/mol
Vapour Pressure: 2.48E-08mmHg at 25℃

Propanalol Uses

 Inderal (CAS NO.525-66-6) can be used for medication (vet).

Propanalol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 800ug/kg/12H (0.8mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
British Medical Journal. Vol. 2, Pg. 254, 1978.
child TDLo oral 400mg/kg (400mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Medical Journal of Australia. Vol. 1, Pg. 82, 1981.
dog LDLo intraperitoneal 40mg/kg (40mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmazie. Vol. 31, Pg. 635, 1976.
dog LDLo oral 120mg/kg (120mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 69(4), Pg. 262P, 1973.
guinea pig LD50 intravenous 26mg/kg (26mg/kg)   Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 24, Pg. 103, 1972.
human LDLo intravenous 71ug/kg (0.071mg/kg)   Lancet. Vol. 1, Pg. 165, 1967.
human TDLo oral 2300ug/kg/D (2.3mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" British Medical Journal. Vol. 1, Pg. 1182, 1978.
man TDLo oral 8343mg/kg/4Y- (8343mg/kg) ENDOCRINE: EVIDENCE OF THYROID HYPERFUNCTION Archives of Internal Medicine. Vol. 143, Pg. 2193, 1983.
man TDLo unreported 22857ug/kg/40 (22.857mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR British Medical Journal. Vol. 289, Pg. 1490, 1984.
mouse LD50 intraperitoneal 42mg/kg (42mg/kg) AUTONOMIC NERVOUS SYSTEM: BETA ADRENERGIC BLOCKAGE Ain Shams Medical Journal. Vol. 30, Pg. 23, 1979.
mouse LD50 intravenous 24400ug/kg (24.4mg/kg)   United States Patent Document. Vol. #4013663,
mouse LD50 oral 289mg/kg (289mg/kg) AUTONOMIC NERVOUS SYSTEM: BETA ADRENERGIC BLOCKAGE Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1831, 1980.
mouse LD50 subcutaneous 150mg/kg (150mg/kg)   Farmakologiya i Toksikologiya Vol. 44, Pg. 342, 1981.
rat LD50 intravenous 23mg/kg (23mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Pharmazie. Vol. 31, Pg. 635, 1976.
rat LD50 oral 660mg/kg (660mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Pharmazie. Vol. 31, Pg. 635, 1976.
women LDLo oral 120mg/kg (120mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 41, Pg. 190, 1977.
women TDLo oral 3200ug/kg/2D- (3.2mg/kg) ENDOCRINE: HYPOGLYCEMIA Israel Journal of Medical Sciences. Vol. 18, Pg. 725, 1982.
women TDLo oral 708mg/kg/39W- (708mg/kg)   Annals of Pharmacotherpy. Vol. 27, Pg. 512, 1993.

Propanalol Safety Profile

A deadly human poison by ingestion and intravenous routes. Poison experimentally by ingestion, intraperitoneal, intravenous, and subcutaneous routes. Human systemic effects by ingestion: cardiac arrhythmias, hallucinations, hypoglycemia, convulsions, and thyroid malfunction. Human reproductive and teratogenic effects by ingestion: extra embryonic structures, abnormal Apgar score in newborn, and abnormal growth statistics. Mutation data reported.

Propanalol Specification

 Inderal (CAS NO.525-66-6),which also can be called for 1-Isopropylamino-3-(1-naphthyloxy)propan-2-ol ; Propranolol Base ; 1-[Isopropylamino]-3-[1-naphthyloxy]-2-propanol ; 2-Propanol,1-(1-methylethyl)amino-3-(1-naphthalenyloxy)- ; 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol ; 1-(1-Naphthyloxy)-3-(isopropylamino)-2-propanol ; 2-Propanol,1-(isopropylamino)-3-(1-naphthyloxy)- (7CI,8CI) ; 2-Propanol,1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)- (9CI) .When Inderal (525-66-6) was heated,it emits toxic fumes of NOx .This chemical is a crystals from Cyclohexane and it's slightly soluble in water.It is stable to heat, unstable to light.

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