MedKoo Cat#: 584865 | Name: Nocloprost

Description:

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

Nocloprost is a prostaglandin E2 analog with local gastroprotective and ulcer-healing activity.

Chemical Structure

Nocloprost
Nocloprost
CAS#79360-43-3

Theoretical Analysis

MedKoo Cat#: 584865

Name: Nocloprost

CAS#: 79360-43-3

Chemical Formula: C22H37ClO4

Exact Mass: 400.2380

Molecular Weight: 400.98

Elemental Analysis: C, 65.90; H, 9.30; Cl, 8.84; O, 15.96

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Nocloprost
IUPAC/Chemical Name
(Z)-7-((1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-((E)-(3R)-3-hydroxy-4,4-dimethyl-1-octenyl)cyclopentyl)-5-heptenoic acid
InChi Key
AIOFTOLPMOTZKD-OPVFONCOSA-N
InChi Code
InChI=1S/C22H37ClO4/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,18-,19-,20-/m1/s1
SMILES Code
O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)C(C)(C)CCCC)[C@H](O)C[C@H]1Cl
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

Preparing Stock Solutions

The following data is based on the product molecular weight 400.98 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
1: Krause W, Jakobs U, Buckenauer R, Biere H. Synthesis of a deuterated analogue and development of antibody/GC/MS for the determination of nocloprost in plasma. Prostaglandins. 1990 Sep;40(3):283-96. PubMed PMID: 2247618. 2: Konturek SJ, Brzozowski T, Majka J, Szlachcic A, Czarnobilski K. Nitric oxide in gastroprotection by sucralfate, mild irritant, and nocloprost. Role of mucosal blood flow. Dig Dis Sci. 1994 Mar;39(3):593-600. PubMed PMID: 8131698. 3: Konturek SJ, Kwiecien N, Obtulowicz W, Maczka J, Hebzda Z, Oleksy J. Effects of nocloprost on gastric functions in man. Scand J Gastroenterol. 1991 Nov;26(11):1145-51. PubMed PMID: 1754849. 4: Zaffaroni N, Villa R, Orlandi L, De Pascale A, Del Mastro S, Silvestrini R. Differential effect of 9 beta-chloro-16, 16-dimethyl prostaglandin E2 (nocloprost) on the radiation response of human normal fibroblasts and colon adenocarcinoma cells. Radiat Res. 1993 Jul;135(1):88-92. PubMed PMID: 8327666. 5: Tüber U, Brudny-Klöppel M, Jakobs U, Madetzki C, Mahler M. Pharmacokinetics of nocloprost in human volunteers and its relation to dose. Eur J Clin Pharmacol. 1993;44(5):497-500. PubMed PMID: 8359191. 6: Holtmann G, Kölbel CB, Ewers M, Giese A, Layer P. [Effect of the prostaglandin E2 analog nocloprost on motility and acid clearance of the tubular esophagus in man]. Med Klin (Munich). 1993 Feb 15;88 Suppl 1:2-4. German. PubMed PMID: 8464394. 7: Konturek SJ, Brzozowski T, Drozdowicz D, Krzyzek E, Garlicki J, Majka J, Dembinski A, Stachura J, Amon I. Nocloprost, a unique prostaglandin E2 analog with local gastroprotective and ulcer-healing activity. Eur J Pharmacol. 1991 Apr 3;195(3):347-57. PubMed PMID: 1868881. 8: Konturek SJ, Brzozowski T, Majka J, Szlachcic A, Nauert C, Slomiany B. Nitric oxide in gastroprotection by aluminium-containing antacids. Eur J Pharmacol. 1992 Dec 15;229(2-3):155-62. PubMed PMID: 1490519. 9: Glusa E, Richter M, Amon I. Activation of human blood platelets induced by nocloprost, a stable prostaglandin E2 derivative. Haemostasis. 1993 Jul-Aug;23(4):203-11. PubMed PMID: 8314170. 10: Konturek JW, Hengst K, Konturek SJ, Domschke W. Epidermal growth factor in gastric ulcer healing by nocloprost, a stable prostaglandin E2 derivative. Scand J Gastroenterol. 1997 Oct;32(10):980-4. PubMed PMID: 9361169. 11: Siegmund W, Scheuch E, Zschiesche M, Franke G, Stolz E, Amon I. Potential pharmacokinetic interactions of nocloprost clathrate with retarded theophylline and enteric coated diclofenac after single and repeated premedication in healthy volunteers. Int J Clin Pharmacol Ther Toxicol. 1993 Aug;31(8):407-14. PubMed PMID: 8225688. 12: Siegmund W, Zschiesche M, Franke G, Müller C, Amon I. Effects of nocloprost (9 beta-chloro-16,16-dimethyl PG E2) on absorption and disposition of antipyrine and sulfamethazine in healthy volunteers. Int J Clin Pharmacol Ther Toxicol. 1993 Apr;31(4):190-7. PubMed PMID: 8500921. 13: Konturek SJ, Konturek JW, Kwiecien N, Obtułowicz W, Oleksy J, Hebzda Z, Amon I. Gastric protection by nocloprost against aspirin damage in humans. Possible role of epidermal growth factor. Scand J Gastroenterol. 1991 Mar;26(3):231-6. PubMed PMID: 1853145. 14: Zengil H, Ercan ZS, Onuk E, Turker RK. The effects of nocloprost, nileprost, iloprost and (15 S)-15-methyl-PGE2 on gastric mucosal damage induced by stress, indomethacin and ethanol. Prostaglandins Leukot Essent Fatty Acids. 1990 May;40(1):13-6. PubMed PMID: 1697972. 15: Türker RK, Egemen N, Deda H. Cerebral vasospasm: resolution by iloprost, nocloprost and UK 38 485. Prog Clin Biol Res. 1989;301:205-9. PubMed PMID: 2477851. 16: Skrodzka D, Gabryelewicz A. Effects of ranitidine or nocloprost on the selected gastric juice components in the patients with the gastric ulcer. Rocz Akad Med Bialymst. 1997;42(1):257-66. PubMed PMID: 9581490. 17: Siegmund W, Wölfle G, Franke G, Amon I. Effects of nocloprost on some monooxygenases of rat and human liver. Arzneimittelforschung. 1993 Oct;43(10):1076-8. PubMed PMID: 8267673. 18: Dammann HG, Dreyer M, Walter TA, Müller P, Simon B, Wabnitz RW. Nocloprost, a novel prostanglandin E2 analog: significant reduction of aspirin induced grastrointestinal lesions in man. Prog Clin Biol Res. 1987;242:295-8. PubMed PMID: 3313415. 19: Siegmund W, Zschiesche M, Bohne M, Franke G, Amon I. Pharmacokinetic interactions between nocloprost, acetylsalicylic acid and ethanol. Int J Clin Pharmacol Ther Toxicol. 1992 Nov;30(11):539-40. PubMed PMID: 1490824. 20: Konturek SJ, Brzozowski T, Majka J, Szlachcic A, Pytko-Polonczyk J. Implications of nitric oxide in the action of cytoprotective drugs on gastric mucosa. J Clin Gastroenterol. 1993;17 Suppl 1:S140-5. PubMed PMID: 8283009.