ChemicalBook > Product Catalog >API >Hormones and the Endocrine System >Prostaglandin drugs >Sulprostone

Sulprostone

Sulprostone Suppliers list
Company Name: Hubei xin bonus chemical co. LTD
Tel: 86-13657291602
Email: linda@hubeijusheng.com
Products Intro: Product Name:Cabazitaxel
CAS:60325-46-4
Purity:0.99 Package:5KG;1KG
Company Name: CONIER CHEM AND PHARMA LIMITED
Tel: +8618523575427
Email: sales@conier.com
Products Intro: Product Name:sulprostone
CAS:60325-46-4
Purity:0.99 Package:1kg
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Products Intro: Product Name:Sulprostone
CAS:60325-46-4
Package:1 mg;10 mg;100 mg;5 mg;500 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
Company Name: Shaanxi Dideu Medichem Co. Ltd
Tel: +86-029-89586680 +86-18192503167
Email: 1026@dideu.com
Products Intro: Product Name:Sulprostone USP/EP/BP
CAS:60325-46-4
Purity:99.9% Package:25kgs/Drum;200kgs/Drum Remarks:FDA GMP CEP Approved Manufacturer
Company Name: Dideu Industries Group Limited
Tel: +86-29-89586680 +86-15129568250
Email: 1026@dideu.com
Products Intro: Product Name:Sulprostone
CAS:60325-46-4
Purity:99.9% Package:1g;1.1USD Remarks:FDA GMP CEP Approved Manufacturer

Sulprostone manufacturers

  • Sulprostone USP/EP/BP
  • Sulprostone USP/EP/BP pictures
  • $1.10 / 1g
  • 2021-06-04
  • CAS:60325-46-4
  • Min. Order: 1g
  • Purity: 99.9%
  • Supply Ability: 100 Tons Min
Sulprostone Basic information
Product Name:Sulprostone
Synonyms:(1r-(1-alpha(z),2-beta(1e,3r*),3-alpha))--n-(methylsulfonyl);16-phenoxy-17,18,19,20tetranorprostaglandine(sub2)methylsulfonylamide;16-phenoxy-omega-17,18,19,20-tetranorpge-2methylsulfonylamide;16-phenoxy-omega-17,18,19,20-tetranorprostaglandine2methylsulfonylamide;N-(METHYLSULFONYL)-9-OXO-11ALPHA,15R-DIHYDROXY-16-PHENOXY-17,18,19,20-TETRANOR-PROSTA-5Z,13E-DIEN-1-AMIDE;SHB-286;SULPROSTONE;ZK-57671
CAS:60325-46-4
MF:C23H31NO7S
MW:465.56
EINECS:262-173-0
Product Categories:
Mol File:60325-46-4.mol
Sulprostone Structure
Sulprostone Chemical Properties
Melting point 79.25°C
density 1.1918 (rough estimate)
refractive index 1.5650 (estimate)
storage temp. -20°C
solubility DMSO: >5 mg/mL
pka4.63±0.40(Predicted)
form solid
color white to off-white
Safety Information
Hazard Codes T
Risk Statements 60-36/37/38
Safety Statements 53-22-36/37-45
WGK Germany 3
RTECS MJ8810000
ToxicityLD50 intraperitoneal in mouse: 18mg/kg
Sulprostone Usage And Synthesis
DescriptionSulprostone is a metabolism resistant synthetic analog of PGE2. It is a selective agonist for EP3 receptors with a Ki value of 0.35 nM at the human recombinant EP3-III receptor and an IC50 of 0.01 μM for the inhibition of PGE2 binding. Sulprostone is a potent stimulator of uterine smooth muscle contractions with high abortifacient activity.
OriginatorNalador,Schering,W. Germany,1981
Usesantimalarial activity
UsesSulprostone is a selective agonist of the PGE2 receptor.
UsesHuman chondrocytes3 and mouse adrenal chromaffin cells4 were treated with sulprostone to study the biological effects of PGE2.
DefinitionChEBI: Sulprostone is a prostanoid.
Manufacturing Process9α-Hydroxy-11α,15α-bis-(tetrahydropyran-2-yloxy)-16-phenoxy-cis-5-trans- 13-ω-tetranorprostadienoicacid: To a solution of 1.6 g (3.6 mmols) (4- carbohydroxy-n-butyl)triphenylphosphonium bromide in a dry nitrogen atmosphere in 6.0 ml dry dimethyl sulfoxide was added 3.24 ml (6.5 mmols) of a 2.0 M solution of sodium methylsulfinylmethide in dimethyl sulfoxide. To this red ylide solution was added dropwise a solution of 613 mg (1.29 mmols) 2-[5α-hydroxy-3α-(tetrahydropyran-2-yloxy)-2α-(3α-tetrahydropyran-2-yloxy- 4-phenoxytrans-1-buten-1-yl)cyclopent-1α-yl] acetaldehyde, γ-hemiacetal in 5.0 ml dry dimethyl sulfoxide over a period of 20 minutes.
After an additional 2 hours stirring at room temperature, the reaction mixture was poured onto ice water. The basic aqueous solution was washed twice with ethyl acetate (20 ml) and acidified to pH 3 with 10% aqueous hydrochloric acid.
The acidic solution was extracted with ethyl acetate (3 x 20 ml) and the combined organic extracts washed once with water (10 ml), dried (MgSO4) and evaporated to a solid residue. This solid residue was triturated with ethyl acetate and the filtrate concentrated. Yield: 754 mg of 9α-hydroxy-11α,15α-bis-(tetrahydropyran-2-yloxy)-16-phenoxy-cis-5-trans-13- ωtetranorprostadienoic acid was collected.
9-Oxo-11α,15α-bis-(tetrahydropyran-2-yloxy)-16-phenoxy-cis-5-trans-13-ω- tetranorprostadienoicacid: To a solution cooled to -10°C under nitrogen of 754 mg (1.3 mmols) 9α-hydroxy-11α,15α-bis-(tetrahydropyran-2-yloxy)-16- phenoxy-cis-5-trans-13-ω-tetranorprostadienoic acid in 13 ml reagent grade acetone was added dropwise to 0.56 ml (1.41 mmols) of Jones' reagent (chromic anhydride). After 20 minutes at -10°C, 0.260 ml 2-propanol was added and the reaction mixture was allowed to stir an additional 5 minutes at which time it was combined with 75 ml ethyl acetate, washed with water (3 x 10 ml), dried (MgSO4)and concentrated to give 752 mg of 9-oxo-11α,15α-bis- (tetrahydropyran-2-yloxy)-16-phenoxy-cis-5-trans-13-ω-tetranorprostadienoic acid, which was chromatographed on silica gel using ethyl acetate as eluent to afford 505 mg of pure intermediate.
N-Methanesulfonyl-9-oxo-11α,15α-dihydroxy-5-cis-13-trans-16-phenoxy-ω- tetranorprostadienamide:To 1.0 mmols of 9-oxo-11α,15α-bis- (tetrahydropyran-2-yloxy)-16-phenoxy-cis-5-trans-13-ω-tetranorprostadienoic acid in 40 ml THF is added 2 ml triethylamine. After 15 minutes of stirring at room temperature 10.0 ml of 0.1 M methanesulfonylisocyanate in THF is added. After a further 1 hour of stirring, the reaction mixture is neutralized with acetic acid and the solvent removed by evaporation (in vacuo). The resultant residue is taken up in methylene chlorine and washed successively with water and sodium bicarbonate to yield, after drying and solvent evaporation, N-methanesulfonyl-9-oxo-11α,15α-bis-(tetrahydropyran-2-yloxy)- 16-phenoxy-cis-5-trans-13-ω-tetranorprostadienamide. This intermediate is then hydrolyzed overnight with acetic acid/water and purified by column chromatography to give the desired N-methanesulfonyl-9-oxo-11α,15α- dihydroxy-5-cis-13-trans-16-phenoxy-ω-tetranorprostadienamide.
Therapeutic FunctionContraceptive
World Health Organization (WHO)Sultopride, a neuroleptic indicated for the treatment of acute and chronic psychoses, was introduced on the market in 1976. In the early 1990s, its use was associated with cardiac arrhythmias, some of which were fatal. This led the regulatory authority in France to take restrictive action on the product. Sultopride continues to be marketed in several other countries.
Biochem/physiol ActionsSulprostone is an analog of prostaglandin E2 (PGE2)1 and antagonizes vasopressin-induced antidiuretic responses in cells from rat renal inner medullae by a mechanism that involves activation of Rho.2
storageStore at -20°C
Sulprostone Preparation Products And Raw materials
Raw materialsAcetic acid-->Methanesulfonyl isocyanate-->Chromium(VI) oxide
Tag:Sulprostone(60325-46-4) Related Product Information
Prostaglandin E2 CHLOROPHOSPHONAZO III CIS-BUTENEDIOIC ANHYDRIDE TERT-AMYL METHYL ETHER Fumaric acid Zinc pyrithione Diltiazem hydrochloride Polybutene Misoprostol Acid Phloroglucinol Aprepitant Tranexamic acid Mifepristone Maleic acid 2-Chlorophenyl cyclopentyl ketone 3-HEXENE-1 6-DIOLE Sulprostone