Ramipril supplier | CasNO.87333-19-5

Name
Ramipril
EINECS 642-904-3
CAS No. 87333-19-5
Article Data20
CAS DataBase
Density 1.2 g/cm³
Solubility
Melting Point 106-108 °C
Formula C₂₃H₃₂N₂O₅
Boiling Point 616.2 °C at 760 mmHg
Molecular Weight 416.517
Flash Point 326.4 °C
Transport Information
Appearance White solid
Safety 26-37/39
Risk Codes 36/38
Molecular Structure
Hazard Symbols Xi
Synonyms Altace;Hytren;Carasel;Cardace;Vesdil;Pramace;Cyclopenta(b)pyrrole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-;Quark;HOE 498;Triatec;Acovil;(2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid.;
PSA 95.94000
LogP 2.71200

Synthetic route

: 87269-88-3
2--L-alanyl>-(1S,3S,5S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 0 - 10℃; under 1838.94 - 2206.73 Torr;	95%
With hydrogen; palladium 10% on activated carbon In methanol at 20℃; under 760.051 Torr; for 1.5h; Product distribution / selectivity;	80%
With hydrogen; 3% Pd/C In ethanol at 20 - 25℃; under 760.051 Torr; for 1 - 3h; Product distribution / selectivity;	78%

: (2S,3aS,6aS)-1-[(S)-2-[[(S)-1-(ethoxycarbonyl)-3-phenylpropyl]-amino]propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid monohydrate

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
at 40℃; under 2 Torr; for 10 - 12h; Product distribution / selectivity;	94%

: 114192-42-6
N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride

: 109428-53-7
(2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Stage #1: (2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid With sodium ethanolate; triethylamine In ethanol at -40℃; Stage #2: N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride In ethanol; dichloromethane at -50 - 20℃; for 1.08333h; Stage #3: With hydrogenchloride In water pH=4.2; Acidic aqueous solution;	88%

: C8H13NO2*(x)ClH

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
With sodium hydroxide In water at 10 - 15℃; pH=8.5 - 9.5;	74%

: 87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5
benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
With acetic acid; triethylamine In ethyl acetate at 5 - 20℃; for 4h;	74%

: 82717-96-2
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: triphenylphosphine / CH2Cl2 / 0.75 h 1.2: 45 percent / CH2Cl2 / 2.5 h / 25 - 30 °C 2.1: triethylamine / CH2Cl2 / 4 h / -15 - -10 °C 3.1: hydrogen / Pd/C View Scheme

: 124492-03-1
N-[1(S)-ethoxycarbonyl-3-phenylpropyl]-(S)-alanine-2'-benzothiazolylthio ester

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / CH2Cl2 / 4 h / -15 - -10 °C 2: hydrogen / Pd/C View Scheme

: 15121-89-8
ethyl (E)-4-oxo-4-phenyl-2-butenoate

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) 2N NaOH, 2.) N(C2H5)3 / 1.) methylene chloride, 2.) ethanol, 2 h 2: 90 percent / H2, 1.6percent H2SO4 / 10percent Pd/C / acetic acid / 7 h / 30002.4 Torr / Ambient temperature 3: 95 percent / K2CO3, 25percent ethylmethylphosphinic anhydride / H2O; CH2Cl2 4: H2 / 10percent Pd/C / methanol / 0.5 h / 750.06 - 3750.3 Torr / Ambient temperature View Scheme

: 87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5
benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / K2CO3, 25percent ethylmethylphosphinic anhydride / H2O; CH2Cl2 2: H2 / 10percent Pd/C / methanol / 0.5 h / 750.06 - 3750.3 Torr / Ambient temperature View Scheme

: 87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5
(1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeurebenzylester-hydrochlorid

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 67.8 g / 1.) 10percent NaOH 2.) 6N HCl / CH2Cl2; ethyl acetate 2: 95 percent / K2CO3, 25percent ethylmethylphosphinic anhydride / H2O; CH2Cl2 3: H2 / 10percent Pd/C / methanol / 0.5 h / 750.06 - 3750.3 Torr / Ambient temperature View Scheme

: 87269-98-5
(1'S,2S)-2-(1'-Methyl-2'-oxo-2'-phenylmethoxy-ethylamino)-4-oxo-4-phenyl-buttersaeure-ethylester

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / H2, 1.6percent H2SO4 / 10percent Pd/C / acetic acid / 7 h / 30002.4 Torr / Ambient temperature 2: 95 percent / K2CO3, 25percent ethylmethylphosphinic anhydride / H2O; CH2Cl2 3: H2 / 10percent Pd/C / methanol / 0.5 h / 750.06 - 3750.3 Torr / Ambient temperature View Scheme

: 87269-99-6
N-[(1S)-1-ethoxycarbonyl-3-phenyl-3-oxopropyl]-L-alanine

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / K2CO3, 25percent ethylmethylphosphinic anhydride / H2O; CH2Cl2 2: H2 / 10percent Pd/C / methanol / 0.5 h / 750.06 - 3750.3 Torr / Ambient temperature View Scheme

: 87269-86-1, 87758-19-8, 93779-30-7, 94062-51-8, 96893-64-0, 135214-81-2
(1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeure-hydrochlorid

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

A: 129939-63-5
ramipril

B: 87333-19-5
Ramipril

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;

...Expand

: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid

: 87269-86-1
(S,S,S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid hydrochloride

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Stage #1: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid; (S,S,S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid hydrochloride With sodium hydroxide; hydrogenation catalyst In water at 20 - 25℃; pH=10 - 11; Stage #2: N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride In water at 20 - 25℃; for 3 - 4h; pH=10 - 11; Stage #3: With hydrogenchloride In water at 15 - 20℃; for 2.5 - 2.75h; pH=4.4 - 5.2; Product distribution / selectivity;

Yield

Stage #1: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid; (S,S,S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid hydrochloride With sodium hydroxide; hydrogenation catalyst In water at 20 - 25℃; pH=10 - 11;
Stage #2: N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride In water at 20 - 25℃; for 3 - 4h; pH=10 - 11;
Stage #3: With hydrogenchloride In water at 15 - 20℃; for 2.5 - 2.75h; pH=4.4 - 5.2; Product distribution / selectivity;

...Expand

: 93779-31-8
benzyl (1S,3S,5S)-2-azabicyclo<3.3.0>octane-3-carboxylate

: 82717-96-2
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; (chloromethylene)dimethyliminium chloride / N,N-dimethyl-formamide; dichloromethane / 0.42 h / -10 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / Inert atmosphere View Scheme

: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 5%-palladium/activated carbon; hydrogen / acetic acid / 40 - 60 °C / 3750.38 - 4500.45 Torr 2: thionyl chloride / 0 - 30 °C 3: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 4: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: 87269-86-1
(S,S,S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid hydrochloride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / 0 - 30 °C 2: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 3: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: 82717-96-2
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

: 87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5
benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 2: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid p-toluene sulfonic acid salt

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrogen / water / 55 - 60 °C / 4125.41 - 4500.45 Torr 2.1: water / 1 h / 15 - 55 °C 2.2: 0 - 5 °C 3.1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: 87269-85-0
(±)-methyl 2-(acetylamino)-3-(2-oxocyclopentyl)-propionate

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: immozyme alkaline serine endopeptidase; sodium carbonate / water / 20 h / 24 - 26 °C / pH 6.2 - 6.8 / Enzymatic reaction 2: hydrogenchloride / water / 3 h / Reflux 3: 5%-palladium/activated carbon; hydrogen / acetic acid / 40 - 60 °C / 3750.38 - 4500.45 Torr 4: thionyl chloride / 0 - 30 °C 5: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 6: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

Yield

Multi-step reaction with 6 steps
1: immozyme alkaline serine endopeptidase; sodium carbonate / water / 20 h / 24 - 26 °C / pH 6.2 - 6.8 / Enzymatic reaction
2: hydrogenchloride / water / 3 h / Reflux
3: 5%-palladium/activated carbon; hydrogen / acetic acid / 40 - 60 °C / 3750.38 - 4500.45 Torr
4: thionyl chloride / 0 - 30 °C
5: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C
6: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr
View Scheme

: (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylic acid p-toluene sulfonic acid salt

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: water / 1 h / 15 - 55 °C 1.2: 0 - 5 °C 2.1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: 109428-53-7
(2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

: 87333-19-5
Ramipril

: (2S)-2,3,3a,4,5,6-hexahydrocyclopenta[b]pyrrole-2-carboxylic acid

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: water / Reflux 2.1: hydrogen / water / 55 - 60 °C / 4125.41 - 4500.45 Torr 3.1: water / 1 h / 15 - 55 °C 3.2: 0 - 5 °C 4.1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 5.1: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

: (+)-(2S)-acetylamino-3-(2-oxocyclopentyl)propionic acid

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: hydrogenchloride / water / 3 h / Reflux 2: 5%-palladium/activated carbon; hydrogen / acetic acid / 40 - 60 °C / 3750.38 - 4500.45 Torr 3: thionyl chloride / 0 - 30 °C 4: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C 5: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr View Scheme

Yield

Multi-step reaction with 5 steps
1: hydrogenchloride / water / 3 h / Reflux
2: 5%-palladium/activated carbon; hydrogen / acetic acid / 40 - 60 °C / 3750.38 - 4500.45 Torr
3: thionyl chloride / 0 - 30 °C
4: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / toluene / 1 h / 0 - 5 °C
5: 5%-palladium/activated carbon; hydrogen / ethanol / 20 - 22 °C / 2327.23 - 2585.81 Torr
View Scheme

: (2S,3aS,6aS)-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester hydrochloride

: 84793-24-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate / water; ethyl acetate / 0.08 h / 15 °C 1.2: 1.08 h / 20 °C 2.1: hydrogen; palladium 10% on activated carbon / methanol / 15 - 20 °C / 760.05 Torr View Scheme

: (2S,3aS,6aS)-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester hydrochloride

: 82717-96-2
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

: 87333-19-5
Ramipril

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 0 h / -10 - -5 °C / Inert atmosphere 1.2: 0.01 h 2.1: hydrogen; palladium 10% on activated carbon / methanol / 15 - 20 °C / 760.05 Torr View Scheme

: 74-79-3
L-arginine

: 87333-19-5
Ramipril

: ramipril-(L)-arginine

Conditions

Conditions	Yield
In water; isopropyl alcohol at 20℃; for 0.5h;	98%
In butanone for 0.5h; Product distribution / selectivity; Heating / reflux;

: 87333-19-5
Ramipril

: (2S,3aS,6aS)-1-[(S)-2-[[(S)-1-(ethoxycarbonyl)-3-phenylpropyl]-amino]propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid monohydrate

Conditions

Conditions	Yield
With water In di-isopropyl ether for 1 - 1.5h; Product distribution / selectivity;	86%
With water for 1 - 1.5h; Product distribution / selectivity;	86%
With water In formaldehyde diethyl acetal for 1 - 1.5h; Product distribution / selectivity;	85%

: 87333-19-5
Ramipril

: 75-64-9
tert-butylamine

: 1028843-42-6
ramipril tert-butylamine salt

Conditions

Conditions	Yield
In water; ethyl acetate at 20 - 40℃;	79%
In ethyl acetate at 10℃; for 1h;	67%
In ethyl acetate at 50 - 70℃;

: 87333-19-5
Ramipril

: 77-86-1
2-amino-2-hydroxymethyl-1,3-propanediol

: 1187092-62-1
ramipril tris(hydroxymethyl)aminomethane salt

Conditions

Conditions	Yield
In ethanol; water at 20 - 40℃;	75%

: 530-48-3
1,1-Diphenylethylene

: 87333-19-5
Ramipril

: 3-((2S,3aS,6aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydrocyclopenta[b]pyrrol-2-yl)-2,2-diphenylpropanoic acid

Conditions

Conditions	Yield
With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; cesium fluoride In N,N-dimethyl acetamide at 25 - 30℃; for 8h; Irradiation; Inert atmosphere; Schlenk technique; Molecular sieve; regioselective reaction;	72%

: 87333-19-5
Ramipril

: C23H38N2O5

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen; acetic acid In ethanol at 30℃; under 1292.9 - 1551.49 Torr; for 24h; Temperature;	66%

: 87333-19-5
Ramipril

: 1028843-43-7
ramipril-ammonia

Conditions

Conditions	Yield
With ammonia In ethanol; ethyl acetate at 32.5 - 37.5℃; for 1h;	57%

: benzyl bicyclo[1.1.0]butane-1-carboxylate

: 87333-19-5
Ramipril

: benzyl 3-((3aR,6aR)-1-(((R)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-D-alanyl)octahydrocyclopenta[b]pyrrol-2-yl)cyclobutane-1-carboxylate

Conditions

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; caesium carbonate In N,N-dimethyl acetamide; water for 24h; Sealed tube; Irradiation; Inert atmosphere;	31%

: 87333-19-5
Ramipril

: 87269-97-4
ramiprilate

Conditions

Conditions	Yield
at 37℃; esterase from various rat tissue homogenates or plasma;
With porcine liver esterase In phosphate buffer at 37℃; pH=8.6;
Stage #1: Ramipril With sodium hydroxide In methanol; water at 60℃; for 0.0833333h; Stage #2: In methanol; water Acidic conditions;
With recombinant human carboxylesterase 1; water In aq. phosphate buffer at 37℃; for 0.133333h; Kinetics; Enzymatic reaction;

: 87333-19-5
Ramipril

: ramipril diketopiperazine

Conditions

Conditions	Yield
In isopropyl alcohol Heating; Yield given;
Stage #1: Ramipril With hydrogenchloride; water In methanol at 80℃; for 30h; Stage #2: In methanol Acidic conditions;

: 56-87-1
L-lysine

: 87333-19-5
Ramipril

: ramipril-(L)-lysine

Conditions

Conditions	Yield
In butanone for 0.5h; Heating / reflux;

: 87333-19-5
Ramipril

: 934623-96-8
(2S,3aS,6aS)-1[(S)-N-[(S)-1-carboxy-3-phenylpropyl]alanyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid 1-ethyl ester sodium salt

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 20℃; for 1h;

: 87333-19-5
Ramipril

: ramipril hemicalcium

Conditions

Conditions	Yield
With calcium hydroxide In butanone for 1h; Heating / reflux;

: 87333-19-5
Ramipril

: 103129-81-3
(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

: 1029898-76-7
ramipril-amlodipine salt

Conditions

Conditions	Yield
In ethyl acetate at 20℃; for 0.0333333h;

: 87333-19-5
Ramipril

: 103129-82-4
amlodipine

: 1029898-78-9
ramipril-amlodipine salt

Conditions

Conditions	Yield
In ethyl acetate at 20℃; for 0.0333333h;

Ramipril Specification

The IUPAC name of Ramipril is (2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid. With the CAS registry number 87333-19-5, it is also named as Cyclopenta(b)pyrrole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-; Lostapres. The product's categories are active pharmaceutical ingredients, ramipril, aromatics, heterocycles, intermediates & fine chemicals, pharmaceuticals and angiotensin. It is white solid.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.24; (4)ACD/BCF (pH 5.5): 1.57; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 11.66; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 7; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 10; (11)Index of Refraction: 1.555; (12)Molar Refractivity: 111.41 cm³; (13)Molar Volume: 346.8 cm³; (14)Polarizability: 44.16×10^-24 cm³; (15)Surface Tension: 50.1 dyne/cm; (16)Enthalpy of Vaporization: 96.09 kJ/mol; (17)Vapour Pressure: 4.86E-16 mmHg at 25°C; (18)Rotatable Bond Count: 10; (19)Exact Mass: 416.231122; (20)MonoIsotopic Mass: 416.231122; (21)Topological Polar Surface Area: 95.9; (22)Heavy Atom Count: 30.

Uses of Ramipril: It is an angiotensin-converting enzyme (ACE) inhibitor which is used to treat hypertension and congestive heart failure. ACE inhibitors lower the production of angiotensin II, therefore relaxing arterial muscles while at the same time enlarging the arteries, allowing the heart to pump blood more easily, and increasing blood flow due to more blood being pumped into and through larger passageways.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: O=C(OCC)[C@@H](N[C@H](C(=O)N1[C@H](C(=O)O)C[C@@H]2CCC[C@H]12)C)CCc3ccccc3;
2. InChI: InChI=1/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1.

The following is the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	> 250mg/kg (250mg/kg)		New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
dog	LD50	oral	> 1gm/kg (1000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.
mouse	LD50	intravenous	1100mg/kg (1100mg/kg)		New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
mouse	LD50	oral	10048mg/kg (10048mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.
rat	LD50	intravenous	600mg/kg (600mg/kg)		New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
rat	LD50	oral	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.

Product Name

Ramipril

Synthetic route

Ramipril Specification

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