(+)-Cloprostenol isopropyl ester CAS#: 157283-66-4; ChemWhat Code: 420019
Identification
| Product Name | (+)-Cloprostenol isopropyl ester |
| IUPAC Name | propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E,3R)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate |
| Molecular Structure |  |
| CAS Registry Number | 157283-66-4 |
| EINECS Number | 682-025-2 |
| Synonyms | Isopropyl Cloprostenate; (5Z)-7-[(1R,2R,3R,5S)-2-[(1E,3R)-4-(3-Chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester; [1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[2-[4-(3-Chlorophenoxy)-3-hydroxy-1-butenyl]-3,5-dihydroxycyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester; CPG 6112-95; Cloprostenol Isopropyl Ester; (+)-5-cis Cloprostenol isopropyl ester; (+)-16-m-chlorophenoxy tetranor Prostaglandin F2α isopropyl ester |
| Molecular Formula | C25H35ClO6 |
| Molecular Weight | 467 |
| InChI | InChI=1S/C25H35ClO6/c1-17(2)32-25(30)11-6-4-3-5-10-21-22(24(29)15-23(21)28)13-12-19(27)16-31-20-9-7-8-18(26)14-20/h3,5,7-9,12-14,17,19,21-24,27-29H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12?/t19-,21-,22-,23+,24-/m1/s1 |
| InChI Key | OCNSAYQJDKJOLH-AHTXBMBWSA-N |
| Canonical SMILES | CC(C)OC(=O)CCCC=CCC1C(CC(C1C=CC(COC2=CC(=CC=C2)Cl)O)O)O |
| Isomeric SMILES | CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC(=CC=C2)Cl)O)O)O |
| INCI Information | |
| INCI Name | Isopropyl Cloprostenate |
| Origin | chemically |
| Definition | Isopropyl cloprostenate is a synthetic analog of a prostaglandin |
| INCI Function | Hair conditioning: Leaves hair easy to comb, flexible, soft and shiny and / or gives volume, lightness and shine |
| Patent Information | ||
| No data available |
Physical Data
| Appearance | Colorless to Yellow oil |
| Flash Point | >70°C |
| Water Solubility | Soluble in methanol, ethanol (95%); Pratically insoluble in water |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) |
| Chemical shifts | 1H |
| Chemical shifts | 13C |
| (+)-Cloprostenol isopropyl ester CAS#: 157283-66-4 HNMR |  |
| (+)-Cloprostenol isopropyl ester CAS#: 157283-66-4 IR |  |
| (+)-Cloprostenol isopropyl ester CAS#: 157283-66-4 MS |  |
Route of Synthesis (ROS)
Safety and Hazards
| Pictogram(s) |  |
| Signal | Warning |
| GHS Hazard Statements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
| Precautionary Statement Codes | P264, P270, P301+P312, P330, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) For more detailed information, please visit ECHA C&L website |
Other Data
| Transportation | Not dangerous goods |
| 2-8 °C away from light | |
| HS Code | 293750 |
| Storage | -20 °C for long term storage |
| Shelf Life | 2 years |
| Market Price | USD 780/g |
| Use Pattern |
| (+)-Cloprostenol is a synthetic analog of prostaglandin F2α (PGF2α). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. (+)-Cloprostenol is the optically active, 15(R) enantiomer of cloprostenol responsible for the majority of its biological activity. It is 200 times more potent than PGF2α in terminating pregnancy when given subcutaneously at a daily dose of 0.125 μg/kg in rats and hamsters, without the side effects associated with PGF2α.1 (+)-Cloprostenol was also shown to be a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 value of 3 x 10-12 M.2 Cloprostenol isopropyl ester is a more lipid soluble form of cloprostenol. |
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