WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H412150
CAS#: 18174-58-8 (HCl)
Description: Pipoxolan (HCl) is an antispasmodic drug. In vivo, the drug inhibited the contractions of intestines caused by neostigmine, barium chloride or injection of acetylcholine. The drug possesses ganglioplegic action and inhibited the decrease in blood pressure caused by stimulation of the vagus nerve. The drug is marketed under tradename Rowapraxin worldwide for the treatment of spasms and colics in the gastrointestinal tract, gallbladder and urogenital area, bronchial spasms, spastic menstrual cramps. Recent studies have shown that pipoxalan has anticancer activity and inhibits proliferation of leukemia cells in animal models.
Hodoodo Cat#: H412150
Name: Pipoxolan hydrochloride
CAS#: 18174-58-8 (HCl)
Chemical Formula: C22H26ClNO3
Exact Mass: 0.00
Molecular Weight: 387.904
Elemental Analysis: C, 68.12; H, 6.76; Cl, 9.14; N, 3.61; O, 12.37
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Related CAS #: 18174-58-8 (HCl) 23744-24-3 (free base)
Synonym: Pipoxolan (HCl); BR-18; BR18; BR 18
IUPAC/Chemical Name: 1,3-Dioxolan-4-one, 5,5-diphenyl-2-(2-(1-piperidinyl)ethyl)-, hydrochloride
InChi Key: JXNQXJVDHXGEPU-UHFFFAOYSA-N
InChi Code: InChI=1S/C22H25NO3.ClH/c24-21-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)26-20(25-21)14-17-23-15-8-3-9-16-23;/h1-2,4-7,10-13,20H,3,8-9,14-17H2;1H
SMILES Code: O=C1OC(CCN2CCCCC2)OC1(C3=CC=CC=C3)C4=CC=CC=C4.[H]Cl
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: |
The following data is based on the product molecular weight 387.90 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.
| 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: |
1: Lin YH, Lin YJ, Chang TH, Chang YH, Lim YP, Chung JG, Hsieh WT. Pipoxolan suppresses the inflammatory factors of NF-κB, AP-1, and STATs, but activates the antioxidative factor Nrf2 in LPS-stimulated RAW 264.7 murine macrophage cells. Environ Toxicol. 2020 Jul 17. doi: 10.1002/tox.23000. Epub ahead of print. PMID: 32677756.
2: Chou PY, Lee MM, Lin SY, Sheu MJ. Pipoxolan Exhibits Antitumor Activity Toward Oral Squamous Cell Carcinoma Through Reactive Oxygen Species-mediated Apoptosis. Anticancer Res. 2017 Nov;37(11):6391-6400. doi: 10.21873/anticanres.12092. PMID: 29061824.
3: Lee MM, Chen YY, Liu PY, Hsu S, Sheu MJ. Pipoxolan inhibits CL1-5 lung cancer cells migration and invasion through inhibition of MMP-9 and MMP-2. Chem Biol Interact. 2015 Jul 5;236:19-30. doi: 10.1016/j.cbi.2015.04.012. Epub 2015 Apr 18. PMID: 25899827.
4: Chen YF, Tsai HY, Wu KJ, Siao LR, Wood WG. Pipoxolan ameliorates cerebral ischemia via inhibition of neuronal apoptosis and intimal hyperplasia through attenuation of VSMC migration and modulation of matrix metalloproteinase-2/9 and Ras/MEK/ERK signaling pathways. PLoS One. 2013 Sep 24;8(9):e75654. doi: 10.1371/journal.pone.0075654. PMID: 24086601; PMCID: PMC3782448.
5: Hadad GM, Salam RA, Hamfeed EA. Kinetics investigation and determination of pipoxolan hydrochloride and its degradant using liquid chromatography. J AOAC Int. 2013 Jul-Aug;96(4):758-64. doi: 10.5740/jaoacint.10-519. PMID: 24000748.
6: Chen YF, Yang JS, Huang WW, Tsai HY. Novel anti-leukemia activities of pipoxolan operate via the mitochondria-related pathway in human leukemia U937 cells and attenuate U937 cell growth in an animal model. Mol Med Rep. 2010 Sep- Oct;3(5):851-6. doi: 10.3892/mmr.2010.330. Epub 2010 Jul 8. PMID: 21472325.
7: Sheu MJ, Chou PY, Huang CS, Tsai IC, Chien YC, Lin SY, Tsai HY, Cheng HC, Wu CH. Pipoxolan inhibits proliferation of HL-60 human leukaemia cancer cells by arresting the cell cycle at the G0/G1 phase. Clin Exp Pharmacol Physiol. 2010 May;37(5-6):605-12. doi: 10.1111/j.1440-1681.2010.05358.x. Epub 2010 Jan 17. PMID: 20082627.
