Glaucoma Drug Side effects Glaucoma commonly used drugs Bimatoprost - timolol maleate compound eye drops
ChemicalBook > CAS DataBase List > Bimatoprost

Bimatoprost

Glaucoma Drug Side effects Glaucoma commonly used drugs Bimatoprost - timolol maleate compound eye drops
Product Name
Bimatoprost
CAS No.
155206-00-1
Chemical Name
Bimatoprost
Synonyms
Bima;LUMIGAN;bimatoprost powder;N-ETHYL-9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-AMIDE;bimatopros;Bimatoprost (W.S);BiMatoprost HOUSE STANDARD;17-phenyl-tri-norprostaglandin f2α-ethyl amide;17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ETHYL AMIDE;CS-2897
CBNumber
CB0171421
Molecular Formula
C25H37NO4
Formula Weight
415.57
MOL File
155206-00-1.mol
More
Less

Bimatoprost Property

Melting point:
66-68°C
Boiling point:
629.8±55.0 °C(Predicted)
Density 
1.145±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
form 
solid
pka
14.25±0.20(Predicted)
color 
White to Off-White
BCS Class
3
Stability:
Light Sensitive
InChI
InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1
InChIKey
AQOKCDNYWBIDND-FTOWTWDKSA-N
SMILES
C(NCC)(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCC1=CC=CC=C1
CAS DataBase Reference
155206-00-1(CAS DataBase Reference)
More
Less

Safety

WGK Germany 
3
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P6740
Product name
17-Phenyl-tri-norprostaglandin F2α-ethyl amide
Purity
≥95%, solid
Packaging
1mg
Price
$173
Updated
2024/03/01
Cayman Chemical
Product number
16820
Product name
17-phenyl trinor Prostaglandin F2α ethyl amide
Purity
≥97%
Packaging
1mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
16820
Product name
17-phenyl trinor Prostaglandin F2α ethyl amide
Purity
≥97%
Packaging
5mg
Price
$249
Updated
2024/03/01
Cayman Chemical
Product number
16820
Product name
17-phenyl trinor Prostaglandin F2α ethyl amide
Purity
≥97%
Packaging
10mg
Price
$356
Updated
2024/03/01
Cayman Chemical
Product number
16820
Product name
17-phenyl trinor Prostaglandin F2α ethyl amide
Purity
≥97%
Packaging
50mg
Price
$887
Updated
2024/03/01
More
Less

Bimatoprost Chemical Properties,Usage,Production

Glaucoma Drug

Bimatoprost is a synthetic amide F2α derivative ,it can selectively simulate the effect forefront amines produced by the body, which make aqueous humor production rate increase aqueous outflow resistance is reduced, by increasing the amount of aqueous outflow of the uveoscleral and trabecular Netcom channel to reduce intraocular pressure (IOP),it is considered to be the most effective hypotensive drug of topical ocular anti-glaucoma drugs,it is suitable for the treatment of open-angle glaucoma (POAG) or invalid elevated intraocular other ocular hypotensive medications compression syndrome (OHT) patients.

Side effects

1. to deepen the color of the iris, blepharitis, eye irritation and pain; black eyelashes thicker growth; conjunctival hyperemia, temporarily punctate corneal epithelial erosion, eyelid edema and erythema; rash.
2. rare respiratory disorders, asthma exacerbations, iritis, uveitis, eyelid skin darkening.
3. very rare chest pain, pharyngitis.
4. eye itching, allergic conjunctivitis, cataract, conjunctival edema, secretions, photophobia, superficial punctate keratitis, headache, high blood pressure.

Glaucoma commonly used drugs

1. prostaglandin derivatives such as latanoprost (Xalatan), bimatoprost (trade name Lumigan) and travoprost (Travatan) can increase outflow of aqueous humor uveoscleral . Bimatoprost also increases trabecular outflow.
2. topical β-adrenergic such as timolol, levobunolol (Betagan), and betaxolol can decrease receptor antagonist of aqueous humor production of ciliary body .
3. Alpha2-adrenergic agonists such as brimonidine (Alphagan) with dual working mechanism, can reduce aqueous humor production and increase trabecular outflow.
4. one case of the selective reduction similar to epinephrine and dipivefrin (Propine) increase outflow of aqueous humor through trabecular meshwork and possibly through uveoscleral outflow pathway, probably by a β2-agonist action.
5. miotic agents (parasympathomimetics), if ciliary muscle contraction Roca works, it can tighten the trabecular and allow increaseing outflow of aqueous humor. Ecothiopate is used for chronic glaucoma.
6. dorzolamide (Trusopt), brinzolamide (Azopt), by inhibiting carbonic anhydrase acetazolamide of ciliary body, reduce aqueous humor secretion of carbonic anhydrase inhibitors.
7. Physostigmine is also used to treat glaucoma and delayed gastric emptying.
The above information is edited by the Chemicalbook of Tian Ye.

Bimatoprost - timolol maleate compound eye drops

In July 2006 , bimatoprost-timolol maleate compound eye drops developed by the United States company obtained approval from the European drug regulatory authority for reducing intraocular pressure or ocular hypertension of open-anglepatients glaucoma patients who do not respond adequately to the β-blockers or prostaglandin like treatment .
The compound eye drops containing 0.03% bimatoprost and 0.5% timolol maleate, once a day administration is able to provide clinically effective pressure control, the effect is better than single Bima latanoprost or timolol maleate. Clinical trials prove that the drug has an excellent tolerability, including the incidence of ocular hyperemia40% lower compared to single bimatoprost .

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 PGF 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 F 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.

Chemical Properties

Crystalline Solid

Originator

Allergan (US)

Uses

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

Uses

Bimatoprost is an antiglaucoma agent. Bimatoprost is an synthetic prostamide; structurally related to prostaglandin F2α.

Uses

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]

Uses

Antiglaucoma. Synthetic prostamide; structurally related to prostaglandin F2a.

Definition

ChEBI: Bimatoprost is a monocarboxylic acid amide. It has a role as an antiglaucoma drug and an antihypertensive agent.

brand name

Lumigan (Allergan).

General Description

Bimatoprost (Lumigan) is supplied as a sterile 0.03%ophthalmic solution in 2.5- and 5.0-mL sizes. The recommendeddosage of bimatoprost is limited to one drop intothe affected eye once daily in the evening. Increased usagemay decrease its beneficial effect. If used concurrently withother IOP-lowering drugs, a waiting period of 5 minutesshould separate administrations.

Bimatoprost Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Bimatoprost Suppliers

TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
--
Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
Manus Aktteva
Tel
--
Fax
--
Email
info@manusaktteva.in
Country
India
ProdList
581
Advantage
34
Manus Aktteva Biopharma LLP
Tel
--
Fax
--
Email
products@manusakttevabiopharma.in
Country
India
ProdList
275
Advantage
58
Jigs Chemical Limited
Tel
--
Fax
--
Email
info@jigschemical.com
Country
India
ProdList
235
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Ssr Tradelinks
Tel
--
Fax
--
Country
India
ProdList
2
Advantage
58
FDC Limited
Tel
--
Fax
--
Email
contact@fdcindia.com
Country
India
ProdList
88
Advantage
58
Triveni Interchem Private Limited (Group Of Triveni...
Tel
--
Fax
--
Country
India
ProdList
497
Advantage
58
Noblemeds And Surgicals Private Limited
Tel
--
Fax
--
Country
India
ProdList
12
Advantage
58
Mahir Technologies Inc.
Tel
--
Fax
--
Country
India
ProdList
38
Advantage
58
Aspen Biopharma Labs Private Limited
Tel
--
Fax
--
Country
India
ProdList
17
Advantage
58
SynZeal Research Pvt Ltd
Tel
--
Fax
--
Email
standards@synzeal.com
Country
India
ProdList
6514
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
LAURUS LABS LTD
Tel
--
Fax
--
Email
info@laurusgenerics.eu
Country
India
ProdList
43
Advantage
58
LUPIN LTD
Tel
--
Fax
--
Email
info@lupin.com
Country
India
ProdList
191
Advantage
58
More
Less

View Lastest Price from Bimatoprost manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Bimatoprost 155206-00-1
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-15
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Bimatoprost 155206-00-1
Price
US $0.00/g
Min. Order
1g
Purity
99%min
Supply Ability
100g
Release date
2021-07-23
Sinoway Industrial co., ltd.
Product
Bimatoprost 155206-00-1
Price
US $0.00-0.00/KG
Min. Order
0.10000000149011612KG
Purity
99.5% up by HPLC
Supply Ability
20 tons
Release date
2024-06-27

155206-00-1, BimatoprostRelated Search:


  • N-ETHYL-9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-AMIDE
  • LUMIGAN
  • BIMATOPROST
  • BIMATOPROST(TM)
  • 17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ETHYL AMIDE
  • BIMATOPROST(LUMIGAN)
  • 17-phenyl-tri-norprostaglandin f2α-ethyl amide
  • (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
  • (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenamide
  • Prostamide
  • 17-phenyl-tri-norprostaglandin f2α-ethyl a
  • cGMP Bimatoprost
  • BiMapnost
  • BiMatoprost HOUSE STANDARD
  • (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enaMide
  • Bimatoprost, >=99.5%
  • 17-Phenyl-tri-norprostaglandin F2a-ethyl aMide
  • (Z)-7-((1R,2R,3S,5S)-3,5-dihydroxy-2-((E)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)-N-ethylhept-5-enamide
  • (Z)-7-((1R,2R,3S,5S)-3,5-Dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)-N-ethyl
  • Bimatoprost API
  • Bimatoprost CAS NO.155206-00-1
  • buprostaglandin
  • bimatoprost powder
  • Beme Prostaglandin
  • Bima
  • CS-2897
  • Bimatoprost (W.S)
  • 5-Heptenamide, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-, (5Z)-
  • bimatopros
  • (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(S,E)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
  • 17-Phenyltrinor-PGF2alpha Ethylamide
  • Bimatoprost USP/EP/BP
  • (Z)-7-[(1S,2S,3R,5R)-3,5-Dihydroxy-2-[(E)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
  • Bimatoprost CAS 155206 00 1
  • Bimatoprost (AGN 192024)
  • BimatoprostQ: What is Bimatoprost Q: What is the CAS Number of Bimatoprost Q: What is the storage condition of Bimatoprost Q: What are the applications of Bimatoprost
  • 6-Amino-2,4-dichloro-6-methylphenol&hydrochloride
  • Bimalprostone
  • Bimatoprost-1
  • (E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3- hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
  • Bimatoprost Reference Standard
  • Bisoprostol
  • Bimatoprost CAS
  • Hydroxy-5-Phenylpent-1-Enyl]Cyclopentyl]-N-Ethylhept-5-
  • 155206-00-1
  • 206-00-1
  • API
  • Prostaglandin
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Arachidonic Acid Cascade
  • Lipids in Cell Signaling
  • Prostaglandins
  • Lumigan
  • Inhibitors
  • Benzotriazoles ,Others ,Benzoxazines
  • pharmaceutical intermediate