(Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid

Base Information

Chemical Name:(Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid
CAS No.:246246-19-5
Molecular Formula:C₂₄H₃₁FO₄
Molecular Weight:402.506
Hs Code.:
UNII:12QE8J6004
DSSTox Substance ID:DTXSID701017217
Nikkaji Number:J1.178.906D
Wikidata:Q27074371
Pharos Ligand ID:5LVWFD2BGYRN
ChEMBL ID:CHEMBL1332680
Mol file:246246-19-5.mol

Synonyms:9,15-dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid;AL 8810;AL-8810

Suppliers and Price of (Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
AL-8810 ≥98% (HPLC), solid
5mg
$ 574.00

Cayman Chemical
AL 8810 ≥98%
25mg
$ 1589.00

Cayman Chemical
AL 8810 ≥98%
5mg
$ 409.00

Cayman Chemical
AL 8810 ≥98%
1mg
$ 92.00

Cayman Chemical
AL 8810 ≥98%
10mg
$ 727.00

ApexBio Technology
AL8810
10mg
$ 931.00

ApexBio Technology
AL8810
5mg
$ 524.00

ApexBio Technology
AL8810
1mg
$ 117.00

ApexBio Technology
AL8810
25mg
$ 2037.00

AK Scientific
AL-8810
25mg
$ 2084.00

Total 9 raw suppliers

Chemical Property of (Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid

Chemical Property:

Vapor Pressure:5.54E-15mmHg at 25°C
Refractive Index:1.583
Boiling Point:594.6°C at 760 mmHg
PKA:4.76±0.10(Predicted)
Flash Point:313.4°C
PSA：77.76000
Density:1.21g/cm³
LogP:3.85480
Storage Temp.:2-8°C
Solubility.:DMSO: 10 mg/mL, soluble
XLogP3:3.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:402.22063763
Heavy Atom Count:29
Complexity:575

Purity/Quality:

98%,99%, ^*data from raw suppliers

AL-8810 ≥98% (HPLC), solid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1C(C(C(C1F)C=CC(C2CC3=CC=CC=C3C2)O)CC=CCCCC(=O)O)O
Isomeric SMILES:C1[C@@H]([C@@H]([C@H]([C@H]1F)/C=C/[C@@H](C2CC3=CC=CC=C3C2)O)C/C=C\CCCC(=O)O)O
Uses AL 8810 is an 11β-fluoro analog of PGF2α which acts as a potent and selective antagonist at the FP receptor. AL 8810 has weak intrinsic agonist activity on FP receptor preparations in the 200-300 nM range, yet it fully antagonizes the activity of the potent FP receptor agonist fluprostenol at this concentration, with EC50 values of approximately 430 nM. AL 8810 fully antagonized the bimatoprost-induced calcium mobilization in Swiss 3T3 fibroblasts at 100 μM, indicating that bimatoprost acts as an FP agonist in this preparation. The Ki for the inhibition of several potent agonists at the cloned human ciliary body FP receptor is in the range of 1-2 μM.

Technology Process of (Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid

There total 6 articles about (Z)-7-[(1R,2R,3S,5S)-2-[(E,3R)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl]-3-fluoro-5-hydroxycyclopentyl]hept-5-enoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 208114-93-6
(5Z,13E)-(9S,11S,15R)-9,15-Dihydroxy-11-fluoro-15-(2-indanyl)-16,17,18,19,20-pentanor-5,13-prostadienoic acid isopropyl ester

: 246246-19-5
AL-8810

Guidance literature:: With lithium hydroxide; In methanol;

Reference yield:

: 208114-26-5
(5Z)-(9S,11S)-11-fluoro-13-oxo-9-(tetrahydropyran-2-yloxy)-14,15,16,17,18,19,20-heptanor-5-prostenoic acid isopropyl ester

: 246246-19-5
AL-8810

Guidance literature:: Multi-step reaction with 4 steps

1: sodium borohydride; cerium trichloride / methanol

2: HCl / propan-2-ol

3: lithium hydroxide / methanol

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; In methanol; isopropyl alcohol; 1: Horner-Emmons condensation;

Reference yield:

: 208114-25-4
(5Z)-(9S,11S)-11-fluoro-13-hydroxy-9-(tetrahydropyran-2-yloxy)-14,15,16,17,18,19,20-heptanor-5-prostenoic acid isopropyl ester

: 246246-19-5
AL-8810

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride; dimethylsulfoxide; triethyl amine

2: sodium borohydride; cerium trichloride / methanol

3: HCl / propan-2-ol

4: lithium hydroxide / methanol

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; isopropyl alcohol; 2: Horner-Emmons condensation;