A prodrug from of ramiprilat
Related Products
Active Metabolite(s)
15557Ramiprilat
Labeled Version(s)
25425Ramipril-d5
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Ramipril

Item No. 15558

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-cyclopenta[b]pyrrole-2-carboxylic acid
CAS Number
87333-19-5
Synonyms
  • HOE 498
Molecular Formula
C23H32N2O5
Formula Weight
416.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 0.2 mg/ml
SMILES
O=C([C@H](C)N[C@H](C(OCC)=O)CCC1=CC=CC=C1)N2[C@]3([H])[C@](CCC3)([H])C[C@H]2C(O)=O
InChi Code
InChI=1S/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
InChi Key
HDACQVRGBOVJII-JBDAPHQKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 mg

    $69

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    500 mg

    $118

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    1 g

    $193

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    5 g

    $754

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    Product Description

    Ramipril is a prodrug form of the angiotensin-converting enzyme (ACE) inhibitor ramiprilat (Item No. 15557).1 Ramipril (2.5 mg/kg per day, p.o.) reduces systolic blood pressure in spontaneously hypertensive rats.2 It reduces aortic valve backscatter and improves aortic flow in a rabbit model of aortic valve stenosis.3 Ramipril also decreases paw swelling and serum levels of TNF-α and prostaglandin E2 (PGE2) as well as cardiac collagen deposition and fibrosis in a rat model of adjuvant-induced arthritis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Leung, D., Abbenante, G., and Fairlie, D.P. Protease inhibitors: Current status and future prospects. J. Med. Chem. 43(3), 305-341 (2000).

    2. Cachofeiro, V., Maeso, R., Rodrigo, E., et al. Nitric oxide and prostaglandins in the prolonged effects of losartan and ramipril in hypertension. Hypertension 26(2), 236-243 (1995).

    3. Ngo, D.T., Stafford, I., Sverdlov, A.L., et al. Ramipril retards development of aortic valve stenosis in a rabbit model: Mechanistic considerations. Br. J. Pharmacol. 162(3), 722-732 (2011).

    4. Shi, Q., Abusarah, J., Baroudi, G., et al. Ramipril attenuates lipid peroxidation and cardiac fibrosis in an experimental model of rheumatoid arthritis. Arthritis Res. Ther. 14(5), R223 (2012).