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Chemical Structure| 155206-00-1 Chemical Structure| 155206-00-1

Structure of Bimatoprost
CAS No.: 155206-00-1

Chemical Structure| 155206-00-1

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Bimatoprost, a analog of prostaglandin, can control the progression of glaucoma and ocular hypertension.

Synonyms: AGN 192024; 17-phenyl trinor Prostaglandin F2α ethyl amide; Bimatoprostum

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Product Details of Bimatoprost

CAS No. :155206-00-1
Formula : C25H37NO4
M.W : 415.57
SMILES Code : O=C(NCC)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)CCC2=CC=CC=C2)[C@H](O)C[C@@H]1O
Synonyms :
AGN 192024; 17-phenyl trinor Prostaglandin F2α ethyl amide; Bimatoprostum
MDL No. :MFCD03411999
InChI Key :AQOKCDNYWBIDND-FTOWTWDKSA-N
Pubchem ID :5311027

Safety of Bimatoprost

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H361
Precautionary Statements:P501-P202-P201-P280-P308+P313-P405

Related Pathways of Bimatoprost

GPCR

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human scleral fibroblast (SF) 10 μM, 100 μM, 1000 μM 24 h To evaluate the effects of Bimatoprost on MMP gene expression. Bimatoprost dose-dependently upregulated MMP1 and MMP14 mRNA in all cell types. PMC10007903
Human ciliary muscle (CM) 10 μM, 100 μM, 1000 μM 24 h To evaluate the effects of Bimatoprost on MMP gene expression. Bimatoprost dose-dependently upregulated MMP1 and MMP14 mRNA in all cell types and MMP10 and MMP11 mRNA in TM and CM cells. PMC10007903
Human trabecular meshwork (TM) 10 μM, 100 μM, 1000 μM 24 h To evaluate the effects of Bimatoprost on MMP gene expression. Bimatoprost dose-dependently upregulated MMP1 and MMP14 mRNA in all cell types and MMP10 and MMP11 mRNA in TM and CM cells. In TM cells from normal eyes, mean MMP1 mRNA levels were 62.9-fold control levels at 1000 μM bimatoprost. PMC10007903
Human orbital fibroblasts (HOFs) 100 nM 12 days To investigate the effects of PG analogs on the size of 3D organoids and ECM expression in HOFs. Results showed that PG analogs significantly inhibited adipogenesis-induced enlargement of organoids but had no effect on lipid metabolism. PMC7415291

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Beagle dogs Normotensive model Intracameral administration 15 μg Single administration, steady rate for 3 to 4 months To evaluate the pharmacokinetics of Bimatoprost implant. In the iris-ciliary body tissue, the mean maximal drug concentration was 44 μM for intact bimatoprost and 494 nM for BFA. PMC10007903

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02676310 Alopecia|Alopecia, Androgeneti... More >>c|Baldness Less << PHASE1 TERMINATED 2025-03-17 DermResearch, LLC, Austin, Tex... More >>as, 78759, United States|J&S Studies Inc., College Station, Texas, 77845, United States|E&R Research Foundation, Lynchburg, Virginia, 24501, United States Less <<
NCT02143843 Primary Open-Angle Glaucoma|Oc... More >>ular Hypertension Less << PHASE2 COMPLETED 2016-01-31 Sall Medical Research Center, ... More >>Artesia, California, 90701, United States|Scripps Clinic Torrey Pines, La Jolla, California, 92037, United States|Eye Research Foundation, Newport Beach, California, 92663, United States|UC Davis Dept of Ophthalmology & Vision Science, Sacramento, California, 95817, United States|Coastal Research Associates, Atlanta, Georgia, 30076, United States|Clayton Eye Center, Morrow, Georgia, 30260, United States|Ophthalmology Consultants, Saint Louis, Missouri, 63131, United States|UNC Kittner Eye Center, Chapel Hill, North Carolina, 27517, United States|Apex Eye, Madeira, Ohio, 45243, United States|Ophthalmology Associates PC, Fort Worth, Texas, 76102, United States Less <<
NCT02537015 Primary Open-Angle Glaucoma|Oc... More >>ular Hypertension Less << PHASE2 COMPLETED 2016-08-11 Vold Vision, Fayetteville, Ark... More >>ansas, 72704, United States|Sall Medical Research Center, Artesia, California, 90701, United States|Eye Research Foundation, Newport Beach, California, 92663, United States|Clayton Eye Center, Morrow, Georgia, 30260, United States|Mundorf Eye Center, Charlotte, North Carolina, 28204, United States|Cornerstone Health Care; Cornerstone Eye Care, High Point, North Carolina, 27262, United States|University Eye Specialists, Maryville, Tennessee, 37803, United States|Total Eye Care, Memphis, Tennessee, 38119, United States|R&R Eye Research, LLC, San Antonio, Texas, 78229, United States Less <<
NCT01646151 Glaucoma, Open-Angle|Ocular Hy... More >>pertension Less << COMPLETED 2025-04-13 Dresden, Germany|Amsterdam, Ne... More >>therlands Less <<
NCT00348062 Glaucoma PHASE4 COMPLETED - Dr. Noecker, Pittsburgh, Penns... More >>ylvania, 15213, United States Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.41mL

0.48mL

0.24mL

12.03mL

2.41mL

1.20mL

24.06mL

4.81mL

2.41mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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