Description References
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Ramipril

Description References
Product Name
Ramipril
CAS No.
87333-19-5
Chemical Name
Ramipril
Synonyms
ALTACE;RaMipril API;(2s-(1(r*(r*)),2-alpha,3a-beta,6a-beta))-henylpropyl)amino)-1-oxopropyl;2-[[1-(2-ethoxycarbonyl-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrol-1-yl)-1-oxopropan-2-yl]amino]-4-phenylbutanoic acid;DELIX;RAMACE;Trimce;vesdil;PRAMACE;TRITACE
CBNumber
CB0249104
Molecular Formula
C23H32N2O5
Formula Weight
416.51
MOL File
87333-19-5.mol
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Ramipril Property

Melting point:
106-108°C
alpha 
D24 +33.2° (c = 1 in 0.1N ethanolic HCl)
Boiling point:
616.2±55.0 °C(Predicted)
Density 
1.200±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ~18mg/mL
pka
pKa 3.30±0.01(H2O t = 25.0 I = 0.15 (KCl)) (Uncertain);5.75±0.00(H2O t = 25.0 I = 0.15 (KCl)) (Uncertain)
form 
powder
color 
white
BCS Class
1
CAS DataBase Reference
87333-19-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26-37/39
WGK Germany 
2
RTECS 
GY5879600
HS Code 
2933995300
Hazardous Substances Data
87333-19-5(Hazardous Substances Data)
Toxicity
LD50 (14 day) in male, female mice, male, female rats (mg/kg): 1194, 1158, 687, 608 i.v.; 10933, 10048, >10000, >10000 orally (Donaubauer, Mayer)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1446
Product name
Ramipril
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
1g
Price
$114
Updated
2024/03/01
Sigma-Aldrich
Product number
BP751
Product name
Ramipril
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$255
Updated
2024/03/01
Sigma-Aldrich
Product number
1598303
Product name
Ramipril
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
R0219
Product name
Ramipril
Packaging
1G
Price
$122
Updated
2024/03/01
TCI Chemical
Product number
R0219
Product name
Ramipril
Packaging
5G
Price
$301
Updated
2024/03/01
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Ramipril Chemical Properties,Usage,Production

Description

Ramipril (brand name: Altace) is a kind of prodrug which is capable of inhibiting the angiotensin-converting enzyme (ACE) which converting angiotensin I to angiotensin II. It is metabolized to ramiprilat in the liver which exerts the effect of ACE inhibition. It is used for the treatment of hypertension, congestive heart failure and nephropathy. It can also be used for the prevention of heart attack, stroke and cardiovascular death. It can also be used for the treatment of kidney damage due to diabetes with protein-containing urine. Ramiprilat, is the competitive inhibitor of ATI for binding to ACE, further inhibiting the enzymatic proteolysis of ATI to ATII, alleviating the effect of ATII on blood pressure.

References

https://en.wikipedia.org/wiki/Ramipril
https://www.drugbank.ca/drugs/DB00178

Description

Ramipril, a prodrug of ramiprilat, is a long-acting, tissue-specific and non-sulfhydryl ACE inhibitor useful in the treatment of mild to moderate hypertension. In animal studies ramipril exerted cardioprotective effects resembling those of bradykinin in cardiac reperfusion injuries. Ramipril is also reportedly useful in congestive heart failure.

Chemical Properties

White Solid

Originator

Hoechst AG (W. Germany)

Uses

An antihypertensive. An angiotensin converting enzyme (ACE) inhibitor, converted to active, diacid metabolite

Uses

cardiotonic

Uses

An inhibitor of the angiotensin- coverting enzyme (ACE)

Uses

Angiotensin-converting enzyme (ACE) removes the C-terminal dipeptide from angiotensin I to form angiotensin II, a powerful vasoconstrictor. ACE is a key regulator of the renin-angiotensin system and an important drug target for the treatment of hypertension, congestive heart failure, and heart attacks, and also in preventing renal and retinal complications in diabetes. Ramipril is a second generation ACE inhibitor (IC50 = 4 nM) that acts as a prodrug, which is hydrolyzed in vivo to the active metabolite ramiprilat. The antihypertensive and cardioprotective efficacy of ramipril has been demonstrated in large-scale noncomparative studies and clinical trials.[Cayman Chemical]

Definition

ChEBI: A dipeptide that is the prodrug for ramiprilat, the active metabolite obtained by hydrolysis of the ethyl ester group. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.

brand name

Altace (King);Triatec.

General Description

Ramipril, (2S, 3aS, 6aS)-1-[(S)-N-[(S)-1-carboxy-3-phenylpropyl]alanyl]octahydrocyclopenta[b]-pyrrole-2-carboxylic acid 1-ethyl ester (Altace), ishydrolyzed to ramiprilat, its active diacid form, faster thanenalapril is hydrolyzed to its active diacid form. Peak serumconcentrations from a single oral dose are achieved between1.5 and 3 hours. The ramiprilate formed completely suppresses ACE activity for up to 12 hours, with 80% inhibitionof the enzyme still observed after 24 hours.

Biochem/physiol Actions

Angiotensin converting enzyme (ACE) inhibitor.

Clinical Use

Angiotensin-converting enzyme inhibitor:
Hypertension
Secondary prevention of myocardial infarction (MI), stroke or cardiovascular death
Heart failure
Diabetic nephropathy

Veterinary Drugs and Treatments

Ramipril is a long-acting angiotensin converting enzyme (ACE) inhibitor that may be useful in treating heart failure or hypertension in dogs or cats. It is an approved product in the UK for treating heart failure in dogs. In cats, ramipril has been used for treating arterial hypertension. A recent study (MacDonald, Kittleson et al. 2006) did not show any significant benefit using ramipril in treating Maine Coon cats with hypertrophic cardiomyopathy without heart failure.
Like other ACE inhibitors, it may potentially be useful as adjunctive treatment in chronic renal failure and protein losing nephropathies. In dogs with moderate renal impairment (such as might be found with CHF), there is apparently no need to adjust ramipril dosage.

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: antagonism of hypotensive effect and increased risk of renal impairment with NSAIDs; hyperkalaemia with ketorolac and other NSAIDs.
Antihypertensives: increased risk of hyperkalaemia, hypotension and renal failure with ARB’S and aliskiren.
Bee venom extract: possible severe anaphylactoid reactions when used together.
Ciclosporin: increased risk of hyperkalaemia and nephrotoxicity.
Cytotoxics: increased risk of angioedema with everolimus.
Diuretics: enhanced hypotensive effect; hyperkalaemia with potassium-sparing diuretics.
ESAs: increased risk of hyperkalaemia; antagonism of hypotensive effect.
Gold: flushing and hypotension with sodium aurothiomalate.
Lithium: reduced excretion (possibility of enhanced lithium toxicity).
Potassium salts: increased risk of hyperkalaemia.
Tacrolimus: increased risk of hyperkalaemia and nephrotoxicity

Metabolism

Ramipril is metabolised in the liver to its active metabolite, ramiprilat, and other inactive metabolites. It is excreted mainly in the urine, as ramiprilat, other metabolites, and some unchanged drug. About 40% of an oral dose appears in the faeces; this may represent both biliary excretion and unabsorbed drug.

storage

Store at +4°C

Ramipril Preparation Products And Raw materials

Raw materials

Ethyl 3-benzoylacrylate Palladium carbon fine chemical catalyzer Benzyl ester Cyclohexane L-Alanine Cyclopentene Ethyl acetate Dichloromethane Acetic acid Methyl propionate Pyrrolidine Formamide

Preparation Products

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View Lastest Price from Ramipril manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ramipril 87333-19-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0~101.0%,EP9
Supply Ability
200KG/month
Release date
2021-07-03
Hangzhou Hyper Chemicals Limited
Product
Ramipril 87333-19-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
USP, BP
Supply Ability
5,000KG
Release date
2024-06-13
Hebei Chuanghai Biotechnology Co,.LTD
Product
Ramipril 87333-19-5
Price
US $1.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-22

87333-19-5, RamiprilRelated Search:

N-OCTANE 2,2,4-Trimethylpentane Sodium 1-octanesulfonate Valsartan NICKEL CARBONYL Carbonyl iron powder (S,S,S)-2-Azabicyclo[3,3,0]-octane-carboxylic acid benzylester hydrochloride ENDO, CIS-2-AZABICYCLO [3,3,0] OCTANE-3-CARBORYLIC ACID BENZYL ESTER HYDROCHLORIDE (FOR RAMIPRIL) RAMIPRIL IMPURITY C RAMIPRIL IMPURITY B Ramipril Related Compound B Ramiprilat RAMIPRIL IMPURITY A Ritonavir Related Compounds Mixture Poly(propylene glycol) bis(2-aminopropyl ether) Ramipril Diketopiperazine RAMIPRIL RELATED COMPOUND B (20 MG) (RAMIPRIL ISOPROPYLESTER) 2-[N-[(S)-1-ETHOXYCARBONYL-3-PHENYLPROPYL]-L-ALANYL]-(1S,3S,5S)-2-AZABICYCLO[3.3.0]OCTANE-3-CARBOXYLIC ACID, BENZYL ESTER

  • 2-[[1-(2-ethoxycarbonyl-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrol-1-yl)-1-oxopropan-2-yl]amino]-4-phenylbutanoic acid
  • (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • (2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]aMino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • RaMipril(Altace)
  • (2S,3aS,6aS)-
  • RaMipril API
  • Ranipril
  • (2s-(1(r*(r*)),2-alpha,3a-beta,6a-beta))-henylpropyl)amino)-1-oxopropyl
  • UNIPRIL
  • TRITACE
  • PRAMACE
  • RAMIPRIL
  • RAMACE
  • cyclopenta(b)pyrrole-2-carboxylicacid,octahydro-1-(2-((1-(ethoxycarbonyl)-3-p
  • [2S,3AS,6AS]-1-[(2S)-2-[[(1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL]AMINO]-1-OXOPROPYL]OCTAHYDROCYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID
  • (2S,3AS,6AS)-1-[(S)-2-((S)-1-ETHOXYCARBONYL-3-PHENYL-PROPYLAMINO)-PROPIONYL]-OCTAHYDRO-CYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID
  • (2s,3as,6as)-1((s)-n-((s)-1-carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid 1-ethyl ester
  • RAMIPRIL, IMPURITY B(2S,3AS,6AS)-1-[(S)-2-[[(S)-1-[(METHYLETHOXY)CARBONYL]-3-PHENYLPROPYL]AMINO] PROPANOYL]OCTAHYDROCYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID(RAMIPRIL ISOPROPYL ESTER) EP STANDARD
  • RAMIPRIL, USP STANDARD
  • RAMIPRIL, EP STANDARD
  • RAMIPRIL, RELATED COMPOUND A5-[[2-(AMINOETHYL)THIO]METHYL]-N,N-DIMETHYL-2-FURANMETHANINE HEMIFUMARATE SALT USP STANDARD
  • RAMIPRIL, IMPURITY DETHYL(2S)-2-[(3S,5AS,8AS,9AS)-3-METHYL-1,4-DIOXODECAHYDRO-1H-CYCLOPENTA[E]PYRROLO[1,2A]PYRAZIN-2-YL]-4-PHENYLBUTANOATE EP STANDARD
  • RAMIPRIL, IMPURITY C(2S,3AS,6AS)-1-[(S)-2-[[(S)-1-(ETHOXYCARBONYL)-3-CYCLOHEXYLPROPYL]AMINO]PROPANOYL]OCTAHYDROCYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID (HEXAHYDRORAMIPRIL) EP STANDARD
  • RAMIPRIL, IMPURITY A(2S,3AS,6AS)-1-[(S)-2-[[(S)-1-(METHOXYCARBONYL)-3-PHENYLPROPYL]AMINO]PROPANOLY]OCTAHYDROCYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID (RAMIPRIL METHYLESTER) EP STANDARD
  • ALTACE
  • CARDACE
  • HOE-498
  • DELIX
  • Raimipril
  • RamiprilC23H32N205
  • HOE-498, Altace, Cardace, Delix, Pramace, Ramace, Unipril
  • Cyclopentabpyrrole-2-carboxylic acid, 1-(2S)-2-(1S)-1-(ethoxycarbonyl)-3-phenylpropylamino-1-oxopropyloctahydro-, (2S,3aS,6aS)-
  • (2s,3as,6as)-1-[(s)-2-[[(s)-1-(ethoxycarbonyl)-3phenylpropyl]amino]propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • cyclopenta(b)pyrrole-2-carboxylic acid, octahydro-1-(2-((1-(ethoxycarbonyl)-3-phoeramipril
  • (2S,3aS,6aS)-1-((S)-2-((S)-1-ethoxy-1-oxo-4-
  • Ramioril
  • (2S,3AS,6AS)-1-((S)-2-((S)-1-ETHOXY-1-OXO-4-PHENYLBUTAN-2-YLAMINO)PROPANOYL)-OCTAHYDROCYCLOPENTA[B]PYRROLE-2-CARBOXYLIC ACID
  • Triatec
  • Trimce
  • vesdil
  • (1S,5S,7S)-8-[(2S)-2-[[(1S)-1-Ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]-8-azabicyclo[3.3.0]octane-7-carboxylic acid
  • Cyclopenta(b)pyrrole-2-carboxylic acid, octahydro-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl) amino)-1-oxopropyl), (2S-(1(R*(R*)),2-alpha,3a-beta,6a-beta))
  • 4-[2-(1-Ethoxycarbonyl-3-phenyl-propyl)aminopropanoyl]-4-azabicyclo[3.3.0]octane-3-carboxylic acid
  • (2S,3aβ,6aβ)-1-[(S)-2-[[(S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2α-carboxylic acid
  • Ramipril (125 mg)
  • CAS 87333-19-5 Ramipril Powder
  • 2S,3aS,6aS)-1((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid 1-ethyl ester
  • Tritace, [2S,3aS,6aS]-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • [2S-[1[R^<*>^ (R^<*>^)]，2α，3αβ，6αβ]]-1-[2-[[1- (Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahy-drocyclopenta[b]pyrrole-2-carboxylic acid
  • Ramipril CRS
  • Calcipotriol impurity MC-1080
  • Carasel
  • Ramipril USP/EP/BP
  • Ramipril (1.0 mg/mL in Methanol)
  • Ramipri
  • Ramipril (HOE-498)
  • RamiprilQ: What is Ramipril Q: What is the CAS Number of Ramipril Q: What is the storage condition of Ramipril Q: What are the applications of Ramipril
  • Ramipril (1598303)