Sulprostone
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MedKoo CAT#: 574417

CAS#: 60325-46-4

Description: Sulprostone is a metabolism resistant synthetic analog of PGE2. It is a selective agonist for EP3 receptors and is a potent stimulator of uterine smooth muscle contractions with high abortifacient activity.

Chemical Structure

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Sulprostone
CAS# 60325-46-4
Instruction

Theoretical Analysis

MedKoo Cat#: 574417
Name: Sulprostone
CAS#: 60325-46-4
Chemical Formula: C23H31NO7S
Exact Mass: 465.18
Molecular Weight: 465.560
Elemental Analysis: C, 59.34; H, 6.71; N, 3.01; O, 24.06; S, 6.89

Price and Availability

Size Price Availability Quantity
1mg USD 270 2 Weeks
5mg USD 650 2 Weeks
10mg USD 1080 2 Weeks
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Synonym: Sulprostone

IUPAC/Chemical Name: N-(methylsulfonyl)-9-oxo-11α,15R-dihydroxy-16-phenoxy-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-amide

InChi Key: UQZVCDCIMBLVNR-TWYODKAFSA-N

InChi Code: 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

SMILES Code: O=C1[C@H](C/C=C\CCCC(NS(=O)(C)=O)=O)[C@@H](/C=C/[C@@H](O)COC2=CC=CC=C2)[C@H](O)C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 465.56 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1. Schaaf, T.K., Bindra, J.S., Eggler, J.F., et al. N-(methanesulfonyl)-16-phenoxyprostaglandincarboxamides: Tissue-selective, uterine stimulants. Journal of Medicinal Chemistry 24, 1353-1359 (1981).

2. Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochimica et Biophysica Acta 1483, 285-293 (2000).

3. Negishi, M., Harazono, A., Sugimoto, Y., et al. TEI-3356, a highly selective agonist for the prostaglandin EP3 receptor. Prostaglandins 48, 275-283 (1994).

4. Schillinger, E., Prior, G., Speckenbach, A., et al. Receptor binding in various tissues of PGE2, and sulprostone, a novel PGE2-derivative. Prostaglandins 18, 293-302 (1979).

5. Krishna, U., Gupta, A.N., Ma, H.K., et al. Randomized comparison of different prostaglandin analogues and laminaria tent for preoperative cervical dilation. Contraception 34, 237-251 (1986).