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Pipoxolan (hydrochloride)

CAT: 0804-HY-105854Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-105854Size:1 Each
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Description
Pipoxolan hydrochloride is an anti-spasmotic agent. Pipoxolan hydrochloride induces Apoptosis, increases intracellular ROS. Pipoxolan hydrochloride down-regulates phosphorylation JNK and p38, and then, MMP-2 and -9. Pipoxolan hydrochloride relieves smooth muscle spasms in the digestive, urinary, and gynecological systems. Pipoxolan hydrochloride also exhibits anticancer activity against leukemia, oral squamous cell carcinoma, and lung adenocarcinoma[1][2][3][4].
CAS Number
18174-58-8
UNSPSC
12352005
Target
Apoptosis; JNK; MMP; p38 MAPK; Reactive Oxygen Species (ROS)
Related Pathways
Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB
Field of Research
Cancer
Smiles
O=C1OC(CCN2CCCCC2)OC1(C3=CC=CC=C3)C4=CC=CC=C4.Cl
Molecular Formula
C22H26ClNO3
Molecular Weight
387.90
References & Citations
[1]Sheu MJ, et al. 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. |[2]Chou PY, et al. Pipoxolan Exhibits Antitumor Activity Toward Oral Squamous Cell Carcinoma Through Reactive Oxygen Species-mediated Apoptosis. Anticancer Res. 2017 Nov;37 (11) :6391-6400. |[3]Lee MM, et al. 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. |[4]Chen Y, et al. 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.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
MMP-2; MMP-9

Chemical Information

Pipoxolan Hydrochloride

See also: Pipoxolan (has active moiety).

CAS Number18174-58-8
PubChem CID28931
IUPAC Name5,5-diphenyl-2-(2-piperidin-1-ylethyl)-1,3-dioxolan-4-one;hydrochloride
Molecular FormulaC22H26ClNO3
Molecular Weight387.9
Topological Polar Surface Area38.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count27
Formal Charge0
Complexity444
SMILES
C1CCN(CC1)CCC2OC(=O)C(O2)(C3=CC=CC=C3)C4=CC=CC=C4.Cl
InChI
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
InChIKey
JXNQXJVDHXGEPU-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pipoxolan Hydrochloride
CAS: 18174-58-8
CID: 28931
Formula: C22H26ClNO3
MW: 387.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight387.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass387.1601214
Monoisotopic Mass387.1601214
Topological Polar Surface Area38.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity444
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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