ChemicalBook > CAS DataBase List > (S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride

(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride

Product Name
(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride
CAS No.
177943-33-8
Chemical Name
(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride
Synonyms
PF-04859989HCl;PF-04859989 HCl;PF04859989 hydrochloride;PF-4859989 hydrochloride;PF-04859989 hydrochloride;PF-04859989 HCl, 10 mM in DMSO;PF-04859989 hydrochloride >=98% (HPLC);(3S)-3-amino-1-hydroxy-3,4-dihydroquinolin-2-one;(3S)-3-Amino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one;L-3-Amino-3,4-dihydro-1-hydroxycarbstyril hydrochloride
CBNumber
CB42598844
Molecular Formula
C9H11ClN2O2
Formula Weight
214.64884
MOL File
177943-33-8.mol
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(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride Property

storage temp. 
room temp
solubility 
H2O: soluble20mg/mL, clear
form 
powder
color 
white to beige
Water Solubility 
Water: 22 mg/ml
InChI
1S/C9H10N2O2.ClH/c10-7-5-6-3-1-2-4-8(6)11(13)9(7)12;/h1-4,7,13H,5,10H2;1H/t7-;/m0./s1
InChIKey
WZOBDOKCHIUXAY-FJXQXJEOSA-N
SMILES
N[C@H]1CC2=CC=CC=C2N(O)C1=O.Cl
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0250
Product name
PF-04859989 hydrochloride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$112.1
Updated
2025/07/31
Sigma-Aldrich
Product number
PZ0250
Product name
PF-04859989 hydrochloride
Purity
≥98% (HPLC)
Packaging
25mg
Price
$475
Updated
2025/07/31
American Custom Chemicals Corporation
Product number
CCH0033300
Product name
(S)-3-AMINO-1-HYDROXY-3,4-DIHYDROQUINOLIN-2(1H)-ONE HYDROCHLORIDE
Purity
95.00%
Packaging
5MG
Price
$497.41
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0033300
Product name
(S)-3-AMINO-1-HYDROXY-3,4-DIHYDROQUINOLIN-2(1H)-ONE HYDROCHLORIDE
Purity
95.00%
Packaging
1G
Price
$1575
Updated
2021/12/16
Axon Medchem
Product number
Axon2924
Product name
PF04859989hydrochloride-L-3-Amino-3,4-dihydro-1-hydroxycarbstyrilhydrochloride
Purity
99%
Packaging
10mg
Price
$121
Updated
2021/12/16
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(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride Chemical Properties,Usage,Production

Uses

PF-04859989 hydrochloride is a brain-penetrant, irreversible kynurenine aminotransferase (KAT) II inhibitor with IC50s of 23 and 263 nM for hKAT II and rKAT II. PF-04859989 hydrochloride is selective for KAT II over human KAT I, KAT III, and KAT IV (IC50s of 22, 11, and >50 μM, respectively)[1].

Biochem/physiol Actions

PF-04859989 is a brain-penetrable irreversible inhibitor of kynurenine amino transferase II (KAT II), the enzyme responsible for most of the brain synthesis of kynurenic acid, which has been implicated in several psychiatric and neurological disorders, including schizophrenia and bipolar disorder, and thought to impair cognitive function. PF-04859989 has IC50 values of 23 nM for hKAT II and 263 nM for rKAT II. PF-04859989 is ~1000-fold selective for KAT II over human KAT I, KAT III, and KAT IV. PF-04859989 prevented ketamine-induced disruption of performance in memory tasks in both rodents and nonhuman primates.

in vivo

In vivo pharmacokinetic and efficacy studies in rat show that PF-04859989 is a brain-penetrant, irreversible inhibitor and is capable of reducing brain kynurenic acid by 50% at a dose of 10 mg/kg (sc)[1].
Rats receiving PF-04859989 (5 mg/kg; i.p.) exhibited a significantly lower number of spontaneously active DA neurons pertrack[1].

Animal Model:Male Sprague-Dawley rats[2]
Dosage:5 mg/kg
Administration:I.p.
Result:Exhibited a significantly lower number of spontaneously active dopamine (DA) neurons pertrack compared to controls.

References

[1] Dounay AB, et al. Discovery of Brain-Penetrant, Irreversible Kynurenine Aminotransferase II Inhibitors for Schizophrenia. ACS Med Chem Lett. 2012;3(3):187-192. Published 2012 Jan 25. DOI:10.1021/ml200204m
[2] Linderholm KR, et al. Inhibition of kynurenine aminotransferase II reduces activity of midbrain dopamine neurons. Neuropharmacology. 2016;102:42-47. DOI:10.1016/j.neuropharm.2015.10.028

(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochloride Suppliers

China 25 United States 6 Global 31
Shanghai Aladdin Bio-Chem Technology Co.,LTD
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400-6206333 13167063860
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021-50323701
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anhua.mao@aladdin-e.com
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China
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Sigma-Aldrich
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021-61415566 800-8193336
Email
orderCN@merckgroup.com
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China
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ShangHai Angti Biotechnology Co., Ltd.
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13764913901
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info@angtibio.com
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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021-65675885
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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010-50973130 18101056239
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Tianjin heowns Biochemical Technology Co., Ltd.
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Jiangsu aikang biomedical research and development co., LTD
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025-58859352 13155353615
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qzhang@aikonchem.com
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TargetMol Chemicals Inc.
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+1-781-999-5354; +17819995354
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marketing@targetmol.com
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Labnetwork lnc.
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177943-33-8, (S)-3-aMino-1-hydroxy-3,4-dihydroquinolin-2(1H)-one hydrochlorideRelated Search:


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