Ramipril | 87333-19-5

Ramipril Properties

Melting point	106-108°C
Boiling point	616.2±55.0 °C(Predicted)
alpha	D24 +33.2° (c = 1 in 0.1N ethanolic HCl)
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)
FDA UNII	L35JN3I7SJ
NCI Drug Dictionary	Altace
ATC code	C09AA05

Pharmacokinetic data

Protein binding	56 (as ramiprilat)
Excreted unchanged in urine	<2%
Volume of distribution	1.2(L/kg)
Biological half-life	13-17 / Increased (as ramiprilat)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS08

Signal word

Danger

Hazard statements

H360FD

Precautionary statements

P201-P202-P280-P308+P313-P405-P501

Hazard Codes

Xi

Risk Statements

36/38

Safety Statements

26-37/39

WGK Germany

2

RTECS

GY5879600

HS Code

2933995300

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)

NFPA 704

	0
2		0

Ramipril price More Price(39)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHR1446	Ramipril Pharmaceutical Secondary Standard; Certified Reference Material	87333-19-5	1g	$114	2024-03-01	Buy
Sigma-Aldrich	BP751	Ramipril British Pharmacopoeia (BP) Reference Standard	87333-19-5	100MG	$255	2024-03-01	Buy
Sigma-Aldrich	1598303	Ramipril United States Pharmacopeia (USP) Reference Standard	87333-19-5	125mg	$436	2024-03-01	Buy
TCI Chemical	R0219	Ramipril	87333-19-5	1G	$122	2024-03-01	Buy
TCI Chemical	R0219	Ramipril	87333-19-5	5G	$301	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHR1446	1g	$114	Buy
BP751	100MG	$255	Buy
1598303	125mg	$436	Buy
R0219	1G	$122	Buy
R0219	5G	$301	Buy

Ramipril Chemical Properties,Uses,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 inhibitor of the angiotensin- coverting enzyme (ACE)

Uses

cardiotonic

Uses

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

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 synthesis

Synthesis of Ramipril from 2-[N-[(S)-1-ETHOXYCARBONYL-3-PHENYLPROPYL]-L-ALANYL]-(1S,3S,5S)-2-AZABICYCLO[3.3.0]OCTANE-3-CARBOXYLIC ACID, BENZYL ESTER

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 2-Azabicyclo[3.3.0]octane-3-carboxylic acid Benzenebutanoic acid, α-[[(1S)-2-chloro-1-methyl-2-oxoethyl]amino]-, ethyl ester, hydrochloride (αS)- 2-[N-[(S)-1-ETHOXYCARBONYL-3-PHENYLPROPYL]-L-ALANYL]-(1S,3S,5S)-2-AZABICYCLO[3.3.0]OCTANE-3-CARBOXYLIC ACID, BENZYL ESTER

Ethyl (S)-2-[(S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutyrate

1of4

Preparation Products

(2R,3aR,6aR)-Ramipril

Ramipril Suppliers

Global( 435)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Chuanghai Biotechnology Co,.LTD	+86-13131129325	sales1@chuanghaibio.com	China	5893	58
Hangzhou ICH Biofarm Co., Ltd	+86-0571-28186870; +undefined8613073685410	sales@ichemie.com	China	998	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	20287	58
Hangzhou Hyper Chemicals Limited	+86-0086-57187702781 +8613675893055	info@hyper-chem.com	China	295	58
Shaanxi TNJONE Pharmaceutical Co., Ltd	+8618092446649	sarah@tnjone.com	China	1143	58
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21634	55
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3009	60
Hubei XinRunde Chemical Co., Ltd.	+8615102730682	bruce@xrdchem.cn	CHINA	566	55
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29884	58

Supplier	Advantage
Hebei Chuanghai Biotechnology Co,.LTD	58
Hangzhou ICH Biofarm Co., Ltd	58
Henan Fengda Chemical Co., Ltd	58
Hangzhou Hyper Chemicals Limited	58
Shaanxi TNJONE Pharmaceutical Co., Ltd	58
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55
Nanjing ChemLin Chemical Industry Co., Ltd.	60
Hubei XinRunde Chemical Co., Ltd.	55
career henan chemical co	58

View Lastest Price from Ramipril manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-11-21	Ramipril 87333-19-5	US $0.00 / KG	1KG	98.0~101.0%,EP9	200KG/month	WUHAN FORTUNA CHEMICAL CO., LTD
2024-11-19	Ramipril 87333-19-5	US $55.00-82.00 / mg		98.51%	10g	TargetMol Chemicals Inc.
2024-11-01	Ramipril 87333-19-5	US $0.00-0.00 / KG	1KG	USP, BP	5,000KG	Hangzhou Hyper Chemicals Limited

Ramipril
87333-19-5
US $0.00 / KG
98.0~101.0%,EP9
WUHAN FORTUNA CHEMICAL CO., LTD

Ramipril
87333-19-5
US $55.00-82.00 / mg
98.51%
TargetMol Chemicals Inc.

Ramipril
87333-19-5
US $0.00-0.00 / KG
USP, BP
Hangzhou Hyper Chemicals Limited

Ramipril Spectrum

Ramipril(87333-19-5)¹HNMR

87333-19-5(Ramipril)Related 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

1of4

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) 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 (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)- Ranipril 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 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- 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 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) (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid RaMipril API (2s-(1(r*(r*)),2-alpha,3a-beta,6a-beta))-henylpropyl)amino)-1-oxopropyl ALTACE 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