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MedKoo Cat#: 525722 | Name: Nafazatrom

Description:

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

Nafazatrom is a pyrazolinone derivative that increases endogenous prostacyclin (PGI2) and has experimental anti-cancer activity. Nafazatrom, a lipoxygenase inhibitor, reduces stimulated Prolactin secretion. Nafazatrom is also an antithrombotic drug that increases prostacycline levels. Nafazatrom also reduces the incidence of accompanying arrhythmias in myocardial injuries.

Chemical Structure

Nafazatrom
Nafazatrom
CAS#59040-30-1

Theoretical Analysis

MedKoo Cat#: 525722

Name: Nafazatrom

CAS#: 59040-30-1

Chemical Formula: C16H16N2O2

Exact Mass: 268.1212

Molecular Weight: 268.31

Elemental Analysis: C, 71.62; H, 6.01; N, 10.44; O, 11.93

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.
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Related CAS #
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Synonym
Nafazatromum; Nafazatrom
IUPAC/Chemical Name
3-methyl-1-(2-(naphthalen-2-yloxy)ethyl)-1H-pyrazol-5(4H)-one
InChi Key
ISBUYSPRIJRBKX-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H16N2O2/c1-12-10-16(19)18(17-12)8-9-20-15-7-6-13-4-2-3-5-14(13)11-15/h2-7,11H,8-10H2,1H3
SMILES Code
O=C1N(CCOC2=CC=C3C=CC=CC3=C2)N=C(C)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, not in water
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

Preparing Stock Solutions

The following data is based on the product molecular weight 268.31 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: Bjøro T, Larsen V, Englund K, Torjesen PA, Haug E. The lipoxygenase inhibitor nafazatrom inhibits stimulated prolactin secretion in cultured rat lactotrophs (GH4C1 cells). Scand J Clin Lab Invest. 1992 Jun;52(4):297-303. PubMed PMID: 1332181. 2: Jones AL, Powles TJ, Forgeson GV, Coombes RC. A clinical study of nafazatrom in advanced human breast cancer. Cancer Chemother Pharmacol. 1991;27(4):326-8. PubMed PMID: 1998990. 3: Massad L, Plotkine M, Boulu RG. Investigations on the role of arachidonic acid metabolism pathways in the antithrombotic activity of nafazatrom and molsidomine. Thromb Res. 1988 Jun 1;50(5):617-25. PubMed PMID: 3137682. 4: Gillis CN, Havill AM, Moalli R. Effect of nafazatrom and indomethacin on pulmonary removal of prostaglandin E1 after endotoxin in rabbits. Br J Pharmacol. 1987 Aug;91(4):721-8. PubMed PMID: 3311263; PubMed Central PMCID: PMC1853588. 5: O'Donnell JF, Blakowski SA, Zacharski LR, Nierenberg DW, Coughlin CT, Fein S, Philipp E, Cornwell GG 3rd. A clinical trial of nafazatrom (Bay g 6575) in advanced cancer. Am J Clin Oncol. 1986 Apr;9(2):152-5. PubMed PMID: 3717082. 6: Maniglia CA, Loulakis PP, Sartorelli AC. Interference with tumor cell-induced degradation of endothelial matrix on the antimetastatic action of nafazatrom. J Natl Cancer Inst. 1986 Apr;76(4):739-44. PubMed PMID: 3457206. 7: Durrant ST, Joosten P, Gordon-Smith EC. Nafazatrom in treatment of thrombotic thrombocytopenic purpura. Lancet. 1985 Oct 12;2(8459):842. PubMed PMID: 2864567. 8: Fiedler VB, Mardin M. Effects of nafazatrom and indomethacin on experimental myocardial ischemia in the anesthetized dog. J Cardiovasc Pharmacol. 1985 Sep-Oct;7(5):983-9. PubMed PMID: 2413312. 9: Fiedler VB. Failure of nafazatrom to reduce infarct size and arrhythmias in a porcine model of acute coronary occlusion. Eur J Pharmacol. 1985 Aug 15;114(2):189-95. PubMed PMID: 3930268. 10: Bednar M, Smith B, Pinto A, Mullane KM. Nafazatrom-induced salvage of ischemic myocardium in anesthetized dogs is mediated through inhibition of neutrophil function. Circ Res. 1985 Jul;57(1):131-41. PubMed PMID: 2988818. 11: Ensley RD, Rubin LJ. Nafazatrom (Bay g 6575) blunts canine hypoxic pulmonary vasoconstriction: evidence for a prostaglandin-mediated mechanism. Prostaglandins Leukot Med. 1985 Apr;18(1):95-104. PubMed PMID: 3923499. 12: Herrmann KS. Antiaggregatory efficacy and its time-course after application of acetylsalicylic acid, prostacyclin and nafazatrom in vivo. Arch Int Pharmacodyn Ther. 1984 Nov;272(1):150-8. PubMed PMID: 6393886. 13: Shea MJ, Driscoll EM, Romson JL, Pitt B, Lucchesi BR. The beneficial effects of nafazatrom (BAYg6575) on experimental coronary thrombosis. Am Heart J. 1984 Apr;107(4):629-37. PubMed PMID: 6702555. 14: Fiedler VB. Reduction of acute myocardial ischemia in rabbit hearts by nafazatrom. J Cardiovasc Pharmacol. 1984 Mar-Apr;6(2):318-24. PubMed PMID: 6200722. 15: Haas CD, Baker LH, Evans LJ Jr. Phase I and pharmacologic evaluation of nafazatrom in patients with cancer. Invest New Drugs. 1984;2(1):13-7. PubMed PMID: 6469495. 16: Williams HJ, Myatt L, Young KD. Thrombotic thrombocytopenic purpura: treatment with nafazatrom. Clin Lab Haematol. 1984;6(2):199-202. PubMed PMID: 6386286. 17: Deckmyn H, Van Houtte E, Verstraete M, Vermylen J. Manipulation of the local thromboxane and prostacyclin balance in vivo by the antithrombotic compounds dazoxiben, acetylsalicylic acid and nafazatrom. Biochem Pharmacol. 1983 Sep 15;32(18):2757-62. PubMed PMID: 6578796. 18: Fischer S, Struppler M, Weber PC. In vivo and in vitro effects of nafazatrom (Bay g 6575), an antithrombotic compound, on arachidonic acid metabolism in platelets and vascular tissue. Biochem Pharmacol. 1983 Jul 15;32(14):2231-6. PubMed PMID: 6688182. 19: Fiedler VB. The effects of oral nafazatrom (= BAY g 6575) on canine coronary artery thrombosis and myocardial ischemia. Basic Res Cardiol. 1983 May-Jun;78(3):266-80. PubMed PMID: 6615399. 20: Wong PY, Chao PH, McGiff JC. Nafazatrom (Bay g-6575), an antithrombotic and antimetastatic agent, inhibits 15-hydroxyprostaglandin dehydrogenase. J Pharmacol Exp Ther. 1982 Dec;223(3):757-60. PubMed PMID: 6754908.

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