Rosaprostol

    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H584321

CAS#: 56695-65-9 (free acid)

Description: Rosaprostol is an antiulcer drug.


Chemical Structure

img
Rosaprostol
CAS# 56695-65-9 (free acid)

Theoretical Analysis

Hodoodo Cat#: H584321
Name: Rosaprostol
CAS#: 56695-65-9 (free acid)
Chemical Formula: C18H34O2
Exact Mass: 282.26
Molecular Weight: 282.468
Elemental Analysis: C, 76.54; H, 12.13; O, 11.33

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 56695-65-9 (free acid)   56695-66-0 (sodium)  

Synonym: Rosaprostol; C 83

IUPAC/Chemical Name: 2-Hexyl-5-hydrocyclopentaneheptanoic acid

InChi Key: AFXIYCQCXHMOPX-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H34O2/c1-2-3-4-7-11-16-13-10-14-17(16)12-8-5-6-9-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)

SMILES Code: O=C(O)CCCCCCC1C(CCCCCC)CCC1

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: >2 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 282.47 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:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Łukasik B, Perlikowska W, Żurawiński R, Mikołajczyk M. Synthesis of Enantiomerically Pure Stereomers of Rosaprostol. J Org Chem. 2015 Oct 2;80(19):9798-802. doi: 10.1021/acs.joc.5b01749. PubMed PMID: 26355965.

2: Segre G, Fiaschi AI, Bianchi E, Ciani D, Tedeschi S. Serum and urine kinetics of rosaprostol in volunteers. Arzneimittelforschung. 1988 Dec;38(12):1846-9. PubMed PMID: 3245860.

3: Perlikowska W, Żurawiński R, Mikołajczyk M. A new and expeditious synthesis of all enantiomerically pure stereoisomers of rosaprostol, an antiulcer drug. Beilstein J Org Chem. 2016 Oct 21;12:2234-2239. eCollection 2016. PubMed PMID: 27829932; PubMed Central PMCID: PMC5082602.

4: Tincani GP, Maniscalco G, Gunelli M, Ciarrocchi V. [Treatment of duodenal ulcer with rosaprostol in patients resistant to treatment with anti-H2]. Minerva Med. 1987 Jun 30;78(12):847-53. Italian. PubMed PMID: 2885786.

5: Di Murro R, Camarri E, Ciani D, Mariotti L, Nencioni C, Romagnoli AM. Effects of a synthetic prostanoid, rosaprostol, on the changes of gastric acidity and digestive disorders induced by NSAID. Int J Clin Pharmacol Res. 1988;8(5):345-51. PubMed PMID: 3068160.

6: Di Simone A, Riegler G, Esposito P, Ciani D. Short- and long-term treatment with rosaprostol of patients with gastritis. Int J Clin Pharmacol Res. 1988;8(3):217-21. PubMed PMID: 3403108.

7: Adami M, Scarpignato C, Signorini G, Coruzzi G, Bertaccini G. [Further observations of the inhibitory effect of the disodium salt of 9-hydroxy-8,12-trans-19,20-bis-norprostanoic acid (rosaprostol) on gastric secretion]. Farmaco Prat. 1984 Nov;39(11):409-16. Italian. PubMed PMID: 6526080.

8: Fumagalli R, Caponi R, Corsini A, Brambilla A, Palmira M, Bernini F, Valcavi U. Nonprotein sulfhydryls as possible components of the protective effect of rosaprostol on the rat gastric mucosa. Prostaglandins. 1985 Mar;29(3):467-74. PubMed PMID: 3858913.

9: Tanimori S, Kainuki T, Nakayama M. Synthesis of (+/-)-homosarkomycin and (+/-)-rosaprostol. Biosci Biotechnol Biochem. 1992 Nov;56(11):1807-9. PubMed PMID: 1369076.

10: Calcamuggi G, Babini G, Arduino C, Lanzio M, Anfossi G, Ciani D, Emanuelli G. A double blind randomized placebo-controlled study demonstrates the protective efficacy of rosaprostol on aspirin-induced gastrointestinal bleeding in man. Adv Prostaglandin Thromboxane Leukot Res. 1991;21B:789-92. PubMed PMID: 1825412.

11: Foschi D, Trabucchi E, Galeone M, Ferrante F, Toti GL, Castoldi L, Musazzi M, Centemero A, Montorsi W. Prostaglandin cytoprotection in man: effectiveness of rosaprostol. Int J Tissue React. 1988;10(1):53-7. PubMed PMID: 3397253.

12: Cataldo MG, Sallì L, Scalici G, D'Aiuto A, Bongiorno A, Salerno L. [Cytoprotective effect of rosaprostol during treatment with non-steroidal anti-inflammatory agents in arthrorheumatic pathologies]. Minerva Dietol Gastroenterol. 1989 Jul-Sep;35(3):191-4. Italian. PubMed PMID: 2601868.

13: Benfenati E, Fanelli R, Chiabrando C, Valcavi U, Bosone E, Farina P. Mass spectrometric identification of urinary and plasma metabolites of 9-hydroxy-19,20-bis-nor-prostanoic acid (rosaprostol). Prostaglandins. 1988 May;35(5):665-84. PubMed PMID: 3399677.

14: Ciprandi G, Scordamaglia A, Ruffoni S, Pizzorno G, Ferrini O, Canonica GW. Terfenadine (single or associated) treatment of adverse reactions to foods. Allergol Immunopathol (Madr). 1987 Jul-Aug;15(4):201-3. PubMed PMID: 3120557.

15: Foschi D, Ferrante F, Callioni F, Bastagli A, Rovati V. The effects of 9-hydroxy-19,20-bis-norprostanoic acid on mucus, acid and gastrin secretion in duodenal ulcer patients. Prostaglandins Leukot Med. 1984 Aug;15(2):147-52. PubMed PMID: 6593741.

16: Canonica GW, Ciprandi G, Scordamaglia A, Ruffoni S, Pizzorno G, Caria M, Cheli R. Cytoprotective drugs: a new perspective in the treatment of adverse reactions to foods. Ann Allergy. 1988 Jun;60(6):541-5. PubMed PMID: 2968061.

17: Trost BM, Pinkerton AB. A three-component coupling approach to cyclopentanoids. J Org Chem. 2001 Nov 16;66(23):7714-22. PubMed PMID: 11701026.

18: Takahashi K, Niidome T, Akaike A, Kihara T, Sugimoto H. Amyloid precursor protein promotes endoplasmic reticulum stress-induced cell death via C/EBP homologous protein-mediated pathway. J Neurochem. 2009 Jun;109(5):1324-37. doi: 10.1111/j.1471-4159.2009.06067.x. Epub 2009 Mar 26. PubMed PMID: 19476545.

19: Scordamaglia A, Ciprandi G, Indiveri F, Canonica GW. The effect of aging on host defences. Implications for therapy. Drugs Aging. 1991 Jul-Aug;1(4):303-16. Review. PubMed PMID: 1794022.

20: Tanahashi H, Yoshioka K. RNA interference silencing of DRAL affects processing of amyloid precursor protein. Neurosci Lett. 2008 Jul 18;439(3):293-7. doi: 10.1016/j.neulet.2008.05.039. Epub 2008 May 16. PubMed PMID: 18534756.