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50847-11-5 | 1-Propanone, 2-methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-
CAS No: 50847-11-5 Catalog No: AG00I944 MDL No:MFCD00864808
Product Description
Catalog Number:
AG00I944
Chemical Name:
1-Propanone, 2-methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-
CAS Number:
50847-11-5
Molecular Formula:
C14H18N2O
Molecular Weight:
230.3055
MDL Number:
MFCD00864808
IUPAC Name:
2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
InChI:
InChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3
InChI Key:
ZJVFLBOZORBYFE-UHFFFAOYSA-N
SMILES:
CC(C(=O)c1c(nn2c1cccc2)C(C)C)C
UNII:
M0TTH61XC5
Properties
Complexity:
288
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
230.142g/mol
Formal Charge:
0
Heavy Atom Count:
17
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
230.311g/mol
Monoisotopic Mass:
230.142g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
34.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3
Literature
| Title | Journal |
|---|---|
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| Inhibition of paclitaxel-induced decreases in calcium signaling. | The Journal of biological chemistry 20121102 |
| Prevention of paclitaxel-induced peripheral neuropathy by lithium pretreatment. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20121101 |
| The glial cell modulators, ibudilast and its amino analog, AV1013, attenuate methamphetamine locomotor activity and its sensitization in mice. | European journal of pharmacology 20120315 |
| Phosphodiesterase inhibitors. Part 1: Synthesis and structure-activity relationships of pyrazolopyridine-pyridazinone PDE inhibitors developed from ibudilast. | Bioorganic & medicinal chemistry letters 20110601 |
| Ibudilast, a mixed PDE3/4 inhibitor, causes a selective and nitric oxide/cGMP-independent relaxation of the intracranial vertebrobasilar artery. | European journal of pharmacology 20110115 |
| [Chronic subdural hematoma--recurrence and prevention]. | Brain and nerve = Shinkei kenkyu no shinpo 20110101 |
| Ibudilast, a pharmacologic phosphodiesterase inhibitor, prevents human immunodeficiency virus-1 Tat-mediated activation of microglial cells. | PloS one 20110101 |
| The glial cell modulator and phosphodiesterase inhibitor, AV411 (ibudilast), attenuates prime- and stress-induced methamphetamine relapse. | European journal of pharmacology 20100710 |
| Allosteric inhibition of macrophage migration inhibitory factor revealed by ibudilast. | Proceedings of the National Academy of Sciences of the United States of America 20100622 |
| Determination of ibudilast in human serum by high-performance liquid chromatography for pharmacokinetic study. | Biomedical chromatography : BMC 20100301 |
| Ibudilast inhibits cerebral aneurysms by down-regulating inflammation-related molecules in the vascular wall of rats. | Neurosurgery 20100301 |
| Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors. | Bioorganic & medicinal chemistry letters 20091201 |
| Modulation of morphine-induced antinociception in acute and chronic opioid treatment by ibudilast. | Anesthesiology 20091201 |
| Vasodilator effects of ibudilast on retinal blood vessels in anesthetized rats. | Biological & pharmaceutical bulletin 20091101 |
| The glial activation inhibitor AV411 reduces morphine-induced nucleus accumbens dopamine release. | Brain, behavior, and immunity 20090501 |
| Reduction of opioid withdrawal and potentiation of acute opioid analgesia by systemic AV411 (ibudilast). | Brain, behavior, and immunity 20090201 |
| [Clinical research of Ibudilast on treating the steroid resistant allergic rhinitis]. | Lin chuang er bi yan hou tou jing wai ke za zhi = Journal of clinical otorhinolaryngology, head, and neck surgery 20090101 |
| Recent advances on phosphodiesterase 4 inhibitors for the treatment of asthma and chronic obstructive pulmonary disease. | Journal of medicinal chemistry 20080925 |
| Evidence for a role for cyclic AMP in modulating the action of 5-HT and an excitatory neuropeptide, FLP17A, in the pharyngeal muscle of Caenorhabditis elegans. | Invertebrate neuroscience : IN 20080601 |
| Spontaneous resolution of isolated dissecting aneurysm on the posterior inferior cerebellar artery. | Acta neurochirurgica 20080101 |
| Ibudilast-induced decreases in cytosolic Ca(2+) level and contraction in rat aorta. | Journal of pharmacological sciences 20070801 |
| Ibudilast (AV-411). A new class therapeutic candidate for neuropathic pain and opioid withdrawal syndromes. | Expert opinion on investigational drugs 20070701 |
| Pain management research goes beyond the obvious. | American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20061201 |
| [Treatment by medicine which improves cerebral circulation and metabolism]. | Nihon rinsho. Japanese journal of clinical medicine 20061128 |
| [Nicergoline, ibudilast, ifenprodil tartrate]. | Nihon rinsho. Japanese journal of clinical medicine 20061028 |
| Preferential inhibition of human phosphodiesterase 4 by ibudilast. | Life sciences 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Phosphodiesterase inhibitors suppress IL-12 production with microglia and T helper 1 development. | Multiple sclerosis (Houndmills, Basingstoke, England) 20031201 |
| Relaxation and potentiation of cGMP-mediated response by ibudilast in bovine tracheal smooth muscle. | Naunyn-Schmiedeberg's archives of pharmacology 20020901 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| Inhibitory effect of ibudilast on urinary albumin excretion in type 2 diabetes mellitus with microalbuminuria. | Nephron 20020201 |
| Ménière's disease in childhood. | International journal of pediatric otorhinolaryngology 20011201 |
| Ibudilast attenuates astrocyte apoptosis via cyclic GMP signalling pathway in an in vitro reperfusion model. | British journal of pharmacology 20010701 |
| Potentiation of ibudilast inhibition of platelet aggregation in the presence of endothelial cells. | Thrombosis research 20010501 |
| Ibudilast: a non-selective PDE inhibitor with multiple actions on blood cells and the vascular wall. | Cardiovascular drug reviews 20010101 |
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