CAS No.87333-19-5,Ramipril Suppliers

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Basic Information

Molecular Structure:
CAS No.:	87333-19-5
Name:	Ramipril
Article Data:	20

Formula:	C₂₃H₃₂N₂O₅
Molecular Weight:	416.517
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.;
EINECS:	642-904-3
Density:	1.2 g/cm³
Melting Point:	106-108 °C
Boiling Point:	616.2 °C at 760 mmHg
Flash Point:	326.4 °C
Appearance:	White solid
Hazard Symbols:	Xi
Risk Codes:	36/38
Safety:	26-37/39
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

Raw Materials

Downstream Products

Total:231 Page 1 of 7 1 2 3 4 5 6 …7 Next>>

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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.