Cicloprolol

Chemical compound From Wikipedia, the free encyclopedia

Cicloprolol (INNTooltip International Nonproprietary Name; developmental code name SL-75177), or cycloprolol (BANTooltip British Approved Name), is a β-adrenergic receptor antagonist (beta blocker) described as an antihypertensive agent which was never marketed.[1][2][3][4][5] It has weak partial agonist or intrinsic sympathomimetic activity (30%) at the β-adrenergic receptors.[4][2] This is higher than that of many other beta blockers but is lower than that of xamoterol (45%).[4] The drug is selective for the β1-adrenergic receptor.[3] It has been studied in the treatment of heart failure.[3]

Other namesCycloprolol; SL-75177
CAS Number
Quick facts Clinical data, Other names ...
Cicloprolol
Clinical data
Other namesCycloprolol; SL-75177
Identifiers
  • 1-[4-[2-(cyclopropylmethoxy)ethoxy]phenoxy]-3-(propan-2-ylamino)propan-2-ol
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
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KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H29NO4
Molar mass323.433 g·mol−1
3D model (JSmol)
  • CC(C)NCC(COC1=CC=C(C=C1)OCCOCC2CC2)O
  • InChI=1S/C18H29NO4/c1-14(2)19-11-16(20)13-23-18-7-5-17(6-8-18)22-10-9-21-12-15-3-4-15/h5-8,14-16,19-20H,3-4,9-13H2,1-2H3
  • Key:JNDJPKHYZWRRIS-UHFFFAOYSA-N
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Chemistry

The chemical structure of cicloprolol is very similar to that of betaxolol.

Synthesis

Cicloprolol can be synthesized starting from 4-benzyloxyphenol.[6][7]

Cicloprolol synthesis

References

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