CID 127909

Base Information Edit

Chemical Name:CID 127909
CAS No.:155206-00-1
Molecular Formula:C25H37NO4
Molecular Weight:415.573
Hs Code.:
European Community (EC) Number:642-890-9
Wikipedia:Bimatoprost
Mol file:155206-00-1.mol

Synonyms:155206-00-1;AKOS030228379

Suppliers and Price of CID 127909

Supply Marketing:Edit

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
17-Phenyl-tri-norprostaglandin F2α-ethyl amide ≥95%, solid
1mg
$ 145.00

Medical Isotopes, Inc.
Bimatoprost
1 mg
$ 1000.00

DC Chemicals
Bimatoprost >99%
1 g
$ 1700.00

DC Chemicals
Bimatoprost >99%
100 mg
$ 450.00

DC Chemicals
Bimatoprost >99%
250 mg
$ 850.00

CSNpharm
Bimatoprost
10mg
$ 88.00

Crysdot
Bimatoprost 98+%
50mg
$ 750.00

Crysdot
Bimatoprost 98+%
10mg
$ 273.00

ChemScene
Bimatoprost 99.59%
100mg
$ 560.00

ChemScene
Bimatoprost 99.59%
10mg
$ 95.00

Total 268 raw suppliers

Chemical Property of CID 127909 Edit

Chemical Property:

Appearance/Colour:crystalline solid
Vapor Pressure:9.94E-17mmHg at 25°C
Melting Point:66-68°C
Refractive Index:1.591
Boiling Point:629.8 ºC at 760 mmHg
PKA:14.25±0.20(Predicted)
Flash Point:334.7 ºC
PSA：89.79000
Density:1.145 g/cm³
LogP:3.53780
Storage Temp.:−20°C
Solubility.:Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
XLogP3:2.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:12
Exact Mass:415.27225866
Heavy Atom Count:30
Complexity:541

Purity/Quality:

99% up, ^*data from raw suppliers

17-Phenyl-tri-norprostaglandin F2α-ethyl amide ≥95%, solid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCNC(=O)CCCC=CCC1C(CC(C1C=CC(CCC2=CC=CC=C2)O)O)O
Isomeric SMILES:CCNC(=O)CCCC=CC[C@H]1[C@H](C[C@H]([C@@H]1C=C[C@H](CCC2=CC=CC=C2)O)O)O
Description Bimatoprost was first introduced in the US and Brazil as Lumigan?, an ophthalmic solution (0.03%) for the reduction of elevated intraocular pressure (IOP) in patients with open-angle glaucoma or ocular hypertension, a proven risk of glaucomatous visual field loss. Bitamoprost is a new agent belonging to the PGF2α analog class of prostamides launched in this indication after latanoprost, the most efficaceous topical medication currently available. This synthetic fatty acid amide can be prepared by esterification of 17- phenyl-18,19,20-trinorprostaglandin F2α followed by ethylamidation. Bimatoprost, as related prostamides, is devoid of typical activities associated with PGF2,, analogs; it exhibits a unique pharmacological profile in contracting the feline iris sphincter with an EC50 of 34 nM without interacting with any known prostanoid receptors. Thus it mimics the action of endogenous prostamides on specific receptors that lower IOP by increasing aqueous humor outflow through both pressure-insensitive and pressure-sensitive pathways without reducing humor formation. In a 3-month controlled clinical trial of efficacy and safety in patients with elevated IOP, bimatoprost demonstrated lower mean intraocular pressures at every time point throughout the study, as well as a good tolerance and systemic safety profile compared to latanoprost.
Uses Antiglaucoma. Synthetic prostamide; structurally related to prostaglandin F2a. Bimatoprost is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension. It reduces intraocular pressure (IOP) by increasing the outflow of aqueous fluid from the eyes. It ha Bimatoprost is an antiglaucoma agent. Bimatoprost is an synthetic prostamide; structurally related to prostaglandin F2α. 17-phenyl trinor Prostaglandin F2α ethyl amide (17-phenyl trinor PGF2α ethyl amide) is an F-series PG analog which has been approved for use as an ocular hypotensive drug. Investigations in our lab have shown that 17-phenyl trinor PGF2α ethyl amide is converted by an amidase enzymatic activity in the bovine and human cornea to yield the corresponding free acid, with a conversion rate of about 40 μg/g corneal tissue/24 hours. The free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity.[Cayman Chemical]

Technology Process of CID 127909

There total 118 articles about CID 127909 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: 91.0%

: 1240483-19-5
(Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-5-hydroxycyclopentyl)-N-ethylhept-5-enamide

: 155206-00-1
bimatoprost

Guidance literature:: (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-enyl)-5-hydroxycyclopentyl)-N-ethylhept-5-enamide; With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 18h;

In tetrahydrofuran; pH=6.8; Aqueous phosphate buffer;