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Merck

SML0148

Imidapril hydrochloride

≥98% (HPLC)

Synonym(s):

(4S)-3-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-4-imidazolidinecarboxylic acid hydrochloride, Novaloc, TA 6366, Tanapril

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About This Item

Empirical Formula (Hill Notation):
C20H27N3O6 · HCl
CAS Number:
89396-94-1
Molecular Weight:
441.91
MDL number:
MFCD00923828
UNSPSC Code:
12352200
PubChem Substance ID:
329825196
NACRES:
NA.77

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -50 to -70° in ethanol (c=0.5)

color

white to tan

solubility

H2O: ≥5 mg/mL

originator

Trinity Pharma Solutions

storage temp.

−20°C

SMILES string

Cl.CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2[C@@H](CN(C)C2=O)C(O)=O

InChI

1S/C20H27N3O6.ClH/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28;/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26);1H/t13-,15-,16-;/m0./s1

InChI key

LSLQGMMMRMDXHN-GEUPQXMHSA-N

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This Item
Q0632B0935R0404
Imidapril hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML0148

Imidapril hydrochloride

Quinapril hydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

Q0632

Quinapril hydrochloride

Benazepril hydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

B0935

Benazepril hydrochloride

Ramipril ≥98% (HPLC)

Sigma-Aldrich

R0404

Ramipril

form

powder

form

solid

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

H2O: ≥5 mg/mL

solubility

H2O: >10 mg/mL

solubility

H2O: >5 mg/mL

solubility

DMSO: ~18 mg/mL

color

white to tan

color

white

color

-

color

white

General description

Imidapril comprises large acyl moiety and is hydrolyzed by carboxylesterase (CES) 1.[1]

Application

Imidapril hydrochloride may be used to test its effect on pharyngeal and laryngeal muscle to treat impaired swallowing.[2]
Imidapril hydrochloride was used as a standard in bioequivalence test by LC/MS method.[3]

Biochem/physiol Actions

Angiotensin Converting Enzyme (ACE) inhibitor
Imidapril hydrochloride is a long-acting inhibitor of angiotensin converting enzyme used in the treatment of hypertension, congestive heart failure and diabetic nephropathy.[4] It restores decreased airway sensation and bladder sensation in patients with multiple sclerosis.[4][5]
Imidapril is a potent angiotensin converting enzyme inhibitor and anti-hypertensive.

Features and Benefits

This compound is featured on the Angiotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Trinity Pharma Solutions. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000426115
0000426115
0000220802
0000220802
0000183127

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Ji Hye Yun et al.
Archives of pharmacal research, 28(4), 463-468 (2005-05-28)
The purpose of the present study was to develop a standard protocol for imidapril hydrochloride bioequivalence testing. For this reason, a specific LC-MS method was developed and validated for the determination of imidapril in human plasma. A solid-phase extraction cartridge
Fen Wei et al.
Heart (British Cardiac Society), 97(6), 479-484 (2011-02-08)
Anti-angiotensin II receptor subtype 1 (AT1 receptor) autoantibodies have previously been shown in sera of hypertensive patients. This study assessed whether anti-AT1-receptor autoantibody in serum is correlated with the efficacy of an AT1-receptor blocker (ARB; candesartan)-based regimen in hypertensive patients
Sayaka Nagata et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 35(2), 234-238 (2011-10-14)
It has been suggested that proangiotensin-12 (proang-12), a novel angiotensin peptide recently discovered in rat tissues, may function as a component of the tissue renin-angiotensin system (RAS). To investigate the role of proang-12 in the production of angiotensin II (Ang
Koji Yamada et al.
Brain research, 1352, 176-186 (2010-07-16)
Angiotensin-converting enzyme (ACE) inhibitors have clinically been widely used as anti-hypertensive agents. In the present study, we compared the effects of a centrally active ACE inhibitor, perindopril, with those of non-centrally active ACE inhibitors, imidapril and enalapril, on cognitive performance
Yi-Fei Dong et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(9), 2911-2920 (2011-05-20)
The purpose of this work was to test whether brain-penetrating angiotensin-converting enzyme (ACE) inhibitors (e.g., perindopril), as opposed to non-brain-penetrating ACE inhibitors (e.g., enalapril and imidapril), may reduce the cognitive decline and brain injury in Alzheimer's disease (AD). We first
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