Chemical Property of Ramiprilat
Chemical Property:
- Appearance/Colour:white to off-white solid
- Vapor Pressure:7.47E-17mmHg at 25°C
- Melting Point:139-141°C
- Refractive Index:1.583
- Boiling Point:632.2 °C at 760 mmHg
- PKA:2.20±0.10(Predicted)
- Flash Point:336.2 °C
- PSA:106.94000
- Density:1.273 g/cm3
- LogP:2.23350
- Storage Temp.:Refrigerator, Under Inert Atmosphere
- Solubility.:DMSO (Slightly), Methanol (Slightly)
- XLogP3:0.7
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:6
- Rotatable Bond Count:8
- Exact Mass:388.19982200
- Heavy Atom Count:28
- Complexity:589
- Purity/Quality:
-
99% *data from raw suppliers
Ramiprilat| *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi
- Statements:
36/38
- Safety Statements:
26-37/39
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC(C(=O)N1C2CCCC2CC1C(=O)O)NC(CCC3=CC=CC=C3)C(=O)O
- Isomeric SMILES:C[C@@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)N[C@@H](CCC3=CC=CC=C3)C(=O)O
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Description
Ramiprilat is the active metabolite of ramipril and functions as an angiotensin-converting enzyme inhibitor (pKi = 9.08 in human heart) to suppress the conversion of angiotensin I to angiotensin II and the degradation of bradykinin, thereby preventing vasoconstriction. Furthermore, ramiprilat is reported to interfere with the targeting of B2 kinin receptors to endothelial cell membranes further preventing bradykinin signaling. In addition to its cardioprotective effects in both animal models and clinical studies, ramiprilat has been reported to inhibit matrix metalloproteinase-3 and -9 activity in isolated Crohn’s disease fistulas.
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Uses
Ramiprilat (Ramipril EP Impurity E) is a metabolite of Ramipril (R111000), and acts as an ACE inhibitor (1). Reduces the need for dialysis among patients previously on angiotensin-converting-enzyme inhibitors (2). Ramipril is used in stroke prevention. (3)