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185517-21-9,MFCD08458423
Catalog No.:AA00ABQU

185517-21-9 | (R)-2-Propyloctanoic acid

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1mg
≥95%
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$48.00   $33.00
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5mg
≥95%
in stock  
$128.00   $89.00
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10mg
≥95%
in stock  
$205.00   $143.00
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25mg
≥95%
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$453.00   $317.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00ABQU
Chemical Name:
(R)-2-Propyloctanoic acid
CAS Number:
185517-21-9
Molecular Formula:
C11H22O2
Molecular Weight:
186.2912
MDL Number:
MFCD08458423
SMILES:
CCCCCC[C@H](C(=O)O)CCC
Properties
Properties
 
BP:
289.3 °C at 760 mmHg  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
132  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
XLogP3:
3.7  

Downstream Synthesis Route

[1]Hasegawa,Tomoyuki;Yamamoto,Hisashi[Synlett,1998,#8,p.882-884]

[2]Hasegawa,Tomoyuki;Yamamoto,Hisashi[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#2,p.423-428]

[1]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6392073,2002,B1Locationinpatent:Pagecolumn14

[2]Hasegawa,Tomoyuki;Yamamoto,Hisashi[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#2,p.423-428]

[3]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6392073,2002,B1Locationinpatent:Pagecolumn14

[4]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6608221,2003,B1

[5]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6608221,2003,B1

[1]Hasegawa,Tomoyuki;Yamamoto,Hisashi[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#2,p.423-428]

[2]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6608221,2003,B1

[3]CurrentPatentAssignee:ONOPHARMACEUTICALCOLTD-US6392073,2002,B1Locationinpatent:Pagecolumn10

[4]Hasegawa,Tomoyuki;Kawanaka,Yasufumi;Kasamatsu,Eiji;Iguchi,Yoichi;Yonekawa,Yoshihira;Okamoto,Masaki;Ohta,Chiaki;Hashimoto,Shinsuke;Ohuchida,Shuichi[OrganicProcessResearchandDevelopment,2003,vol.7,#2,p.168-171]

N-(2-hydroxyphenyl)-(2R)-N-(1S)-1-phenylethyl-2-propyloctanamide 
  185517-21-9 

[1]Hasegawa,Tomoyuki;Yamamoto,Hisashi[Synthesis,2003,#8,p.1181-1186]

(1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl)2-hexylpent-3-enoate 
  807363-10-6    185517-21-9 

[1]Pelotier,Beatrice;Holmes,Ta'id;Piva,Olivier[TetrahedronAsymmetry,2005,vol.16,#8,p.1513-1520]

[2]Pelotier,Beatrice;Holmes,Ta'id;Piva,Olivier[TetrahedronAsymmetry,2005,vol.16,#8,p.1513-1520]

Literature

Title: Asymmetric allylic alkylation of acyclic allylic ethers with organolithium reagents.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120917

Title: Inhibition of the activation of hepatic stellate cells by arundic acid via the induction of cytoglobin.

Journal: Biochemical and biophysical research communications 20120831

Title: Direct regiospecific and highly enantioselective intermolecular α-allylic alkylation of aldehydes by a combination of transition-metal and chiral amine catalysts.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120305

Title: Neurological diseases as primary gliopathies: a reassessment of neurocentrism.

Journal: ASN neuro 20120101

Title: Improvement of some physicochemical properties of arundic acid, (R)-(-)-2-propyloctanonic acid, by complexation with hydrophilic cyclodextrins.

Journal: International journal of pharmaceutics 20110715

Title: A systematic review of clinical trials of pharmacological interventions for acute ischaemic stroke (1955-2008) that were completed, but not published in full.

Journal: Trials 20100101

Title: S100b counteracts neurodegeneration of rat cholinergic neurons in brain slices after oxygen-glucose deprivation.

Journal: Cardiovascular psychiatry and neurology 20100101

Title: Effects of S100B on Serotonergic Plasticity and Neuroinflammation in the Hippocampus in Down Syndrome and Alzheimer's Disease: Studies in an S100B Overexpressing Mouse Model.

Journal: Cardiovascular psychiatry and neurology 20100101

Title: S100B Protein, A Damage-Associated Molecular Pattern Protein in the Brain and Heart, and Beyond.

Journal: Cardiovascular psychiatry and neurology 20100101

Title: Targeting S100B in Cerebral Ischemia and in Alzheimer's Disease.

Journal: Cardiovascular psychiatry and neurology 20100101

Title: PSAPP mice exhibit regionally selective reductions in gliosis and plaque deposition in response to S100B ablation.

Journal: Journal of neuroinflammation 20100101

Title: Immunohistochemical analysis of brain lesions using S100B and glial fibrillary acidic protein antibodies in arundic acid- (ONO-2506) treated stroke-prone spontaneously hypertensive rats.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20091001

Title: Inflammatory mechanisms in ischemic stroke: therapeutic approaches.

Journal: Journal of translational medicine 20090101

Title: Delayed treatment with arundic acid reduces the MPTP-induced neurotoxicity in mice.

Journal: Cellular and molecular neurobiology 20080501

Title: Acute astrocyte activation in brain detected by MRI: new insights into T(1) hypointensity.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20080301

Title: Application of the correlation of in vitro dissolution behavior and in vivo plasma concentration profile (IVIVC) for soft-gel capsules--a pointless pursuit?

Journal: Biological & pharmaceutical bulletin 20071101

Title: Pharmacokinetics of arundic acid, an astrocyte modulating agent, in acute ischemic stroke.

Journal: Journal of clinical pharmacology 20070401

Title: Expression of S100 protein and protective effect of arundic acid on the rat brain in chronic cerebral hypoperfusion.

Journal: Brain research 20070302

Title: Effect of arundic acid on serum S-100beta in ischemic stroke.

Journal: Journal of the neurological sciences 20061221

Title: Safety and tolerability of arundic acid in acute ischemic stroke.

Journal: Journal of the neurological sciences 20061221

Title: Arundic Acid ameliorates cerebral amyloidosis and gliosis in Alzheimer transgenic mice.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: [Role of the astrocyte-specific protein S100B in acute stroke].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20060601

Title: Neuroprotective effect of arundic acid, an astrocyte-modulating agent, in mouse brain against MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) neurotoxicity.

Journal: Neuropharmacology 20060301

Title: Could treatment with arundic acid (ONO-2506) increase vulnerability for depression?

Journal: Medical hypotheses 20060101

Title: Progressive neurodegenerative disease and pain.

Journal: IDrugs : the investigational drugs journal 20051201

Title: Modulation of astrocytic activation by arundic acid (ONO-2506) mitigates detrimental effects of the apolipoprotein E4 isoform after permanent focal ischemia in apolipoprotein E knock-in mice.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20050601

Title: Arundic acid (ONO-2506) ameliorates delayed ischemic brain damage by preventing astrocytic overproduction of S100B.

Journal: Current drug targets. CNS and neurological disorders 20050401

Title: Arundic acid, an astrocyte-modulating agent, protects dopaminergic neurons against MPTP neurotoxicity in mice.

Journal: Brain research 20041224

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040401

Title: Attenuation of a delayed increase in the extracellular glutamate level in the peri-infarct area following focal cerebral ischemia by a novel agent ONO-2506.

Journal: Neurochemistry international 20040101

Title: ONO-2506. Ono.

Journal: Current opinion in investigational drugs (London, England : 2000) 20030701

Title: Protection of dopaminergic neurons with a novel astrocyte modulating agent (R)-(-)-2-propyloctanoic acid (ONO-2506) in an MPTP-mouse model of Parkinson's disease.

Journal: Journal of the neurological sciences 20030415

Title: Astrocytic activation and delayed infarct expansion after permanent focal ischemia in rats. Part II: suppression of astrocytic activation by a novel agent (R)-(-)-2-propyloctanoic acid (ONO-2506) leads to mitigation of delayed infarct expansion and early improvement of neurologic deficits.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20020601

Title: Tomoyuki Hasegawa, et al. Process Development of ONO-2506:  A Therapeutic Agent for Stroke and Alzheimer's Disease. Org. Process Res. Dev.200372168-171.

Title: Kato H, et al. Arundic acid, an astrocyte-modulating agent, protects dopaminergic neurons against MPTPneurotoxicity in mice. Brain Res. 2004 Dec 24;1030(1):66-73.

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Tags:185517-21-9 Molecular Formula|185517-21-9 MDL|185517-21-9 SMILES|185517-21-9 (R)-2-Propyloctanoic acid