CAS Number60325-46-4
SynonymsSulprostonum; N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide; Nalador; Sulprostone; SHB-286; Sulprostona; SHB 286; EINECS 262-173-0
Molecular FormulaC23H31NO7S
Molecular Weight465.56
Purity≥95 (HPLC)%
Density1.3±0.1 g/cm3
Melting Point78.5-80ºC
Appearanceoil
EINECS262-173-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 60325-46-4 |
| Catalog No. | 2A-9045322 |
| Chinese Name | 硫前列酮 |
| Synonyms | Sulprostonum; N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide; Nalador; Sulprostone; SHB-286; Sulprostona; SHB 286; EINECS 262-173-0 |
| Molecular Formula | C23H31NO7S |
| Molecular Weight | 465.56 |
| Purity | ≥95 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Melting Point | 78.5-80ºC |
| Appearance | oil |
| Water Solubility | DMSO: >5 mg/mL |
| Storage Condition | −20°C |
| Application | Sulprostone (SHB 286), a prostaglandin E2 (PGE2) analog, is a potent and selective EP3 receptor agonist. Sulprostone is an anti-ulcer and non-steroidal anti-abortive agent with potential for use in te |
| EINECS | 262-173-0 |
| PubChem ID | 24724621 |
| MDL Number | MFCD00216056 |
| SMILES | CS(=O)(=O)NC(=O)CCC\C=C/C[C@@H]1[C@@H](\C=C\[C@@H](O)COc2ccccc2)[C@H](O)CC1=O |
| InChI | 1S/C23H31NO7S/c1-32(29,30)24-23(28)12-8-3-2-7-11-19-20(22(27)15-21(19)26)14-13-17(25)16-31-18-9-5-4-6-10-18/h2,4-7,9-10,13-14,17,19-20,22,25,27H,3,8,11-12,15-16H2,1H3,(H,24,28)/b7-2-,14-13+/t17-,19-,20-,22-/m1/s1 |
| InChI Key | UQZVCDCIMBLVNR-TWYODKAFSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/45322_1_60325_46_4.pdf |
| Bioactivity | Sulprostone (SHB 286), a prostaglandin E2 (PGE2) analogue, is a potent and selective EP3 receptor agonist. Sulprostone has potential antiulcer and nonsteroidal abortifacient effects used for the research of pregnancy termination and hemorrhages during delivery[1][2][3]. Related Catalog Research Areas >> Cardiovascular Disease Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology Target EP3 Receptor In Vitro Sulprostone (SHB 286) has Ki values of 21 nM and 0.6 nM for EP1 and EP3 in cultured Chinese hamster ovary cells[1]. Sulprostone (1, 1.5 or 2 mg/mL) does not significantly modify the viability and the purity of Dendritic cells (DCs). Sulprostone impairs spontaneous and directed DC migration independently from its concentration. Sulprostone reduces the expression of CCR7 and impairs migration of DCs[2]. In Vivo Sulprostone (0.5 mg/kg; IV) has a T1/2 of 0.451 hours, a CL of 56 mL/min•kg, a Vss of 0.583 L/kg and an AUC of 149 ng•h/mL[3]. Animal Model: Male cynomolgus monkey[3] Dosage: 0.5 mg/kg (Pharmacokinetic Analysis) Administration: IV Result: Had a T1/2 of 0.451 hours, a CL of 56 mL/min•kg, a Vss of 0.583 L/kg and an AUC of 149 ng•h/mL. References [1]. S Narumiya, et al. Prostanoid receptors: structures, properties, and functions. Physiol Rev. 1999 Oct;79(4):1193-226. [2]. Jenny Bulgarelli, et al. Skewing effect of sulprostone on dendritic cell maturation compared with dinoprostone. Cytotherapy. 2018 Jun;20(6):851-860. [3]. Yifan Shi, et al. Bioanalysis of sulprostone, a prostaglandin E 2 analogue and selective EP 3 agonist, in monkey plasma by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Aug 15;1092:51-57. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Melting Point 78.5-80ºC Molecular Formula C23H31NO7S Molecular Weight 465.560 Exact Mass 465.182129 PSA 138.38000 LogP 0.26 Index of Refraction 1.589 InChIKey UQZVCDCIMBLVNR-TWYODKAFSA-N SMILES CS(=O)(=O)NC(=O)CCCC=CCC1C(=O)CC(O)C1C=CC(O)COc1ccccc1 Storage condition −20°C Water Solubility DMSO: >5 mg/mL |
| Use of | Sulprostone (SHB 286), a prostaglandin E2 (PGE2) analogue, is a potent and selective EP3 receptor agonist. Sulprostone has potential antiulcer and nonsteroidal abortifacient effects used for the research of pregnancy termination and hemorrhages during delivery[1][2][3]. Properties Articles48 Name (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4-phenoxybut-1-enyl]-5-oxocyclopentyl]-N-methylsulfonylhept-5-enamide Synonym More Synonyms Sulprostone Biological Activity Description Sulprostone (SHB 286), a prostaglandin E2 (PGE2) analogue, is a potent and selective EP3 receptor agonist. Sulprostone has potential antiulcer and nonsteroidal abortifacient effects used for the research of pregnancy termination and hemorrhages during delivery[1][2][3]. Related Catalog Research Areas >> Cardiovascular Disease Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology EP3 Receptor References [2]. Jenny Bulgarelli, et al. Skewing effect of sulprostone on dendritic cell maturation compared with dinoprostone. Cytotherapy. 2018 Jun;20(6):851-860. [3]. Yifan Shi, et al. Bioanalysis of sulprostone, a prostaglandin E 2 analogue and selective EP 3 agonist, in monkey plasma by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Aug 15;1092:51-57. Chemical & Physical Properties Molecular Formula C23H31NO7S Exact Mass 465.182129 PSA 138.38000 Index of Refraction 1.589 InChIKey UQZVCDCIMBLVNR-TWYODKAFSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available |
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