4-Hydroxyquinazoline
Contact usGood factory supply good 4-Hydroxyquinazoline 491-36-1
- Molecular Formula: C8H6N2O
- Molecular Weight: 146.148
- Appearance/Colour: off-white to light beige crystalline powder
- Vapor Pressure: 0.000928mmHg at 25°C
- Melting Point: 216-219 °C(lit.)
- Refractive Index: 1.666
- Boiling Point: 303.5 °C at 760 mmHg
- PKA: 2.69±0.20(Predicted)
- Flash Point: 137.3 °C
- PSA： 45.75000
- Density: 1.31 g/cm3
- LogP: 0.92310
4-Hydroxyquinazoline(Cas 491-36-1) Usage
|
Synthesis Reference(s) |
The Journal of Organic Chemistry, 16, p. 1669, 1951 DOI: 10.1021/jo50005a003 |
|
Flammability and Explosibility |
Notclassified |
|
Biological Activity |
Inhibitor of poly(ADP-ribose) polymerase (PARP) (IC 50 = 9.5 μ M); displays mixed inhibition with respect to NAD + . Protective against ischemia-reperfusion induced ROS production, and subsequent mitochondrial and cell damage in rat heart. Anti-inflammatory in LPS-induced endotoxic mice in vivo ; decreases NF- κ B and AP-1 activation. |
InChI:InChI=1/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11)
491-36-1 Relevant articles
Application of organolithium in organic synthesis: A simple and convenient procedure for the synthesis of more complex 6-substituted 3H-quinazolin-4-ones
El-Hiti, Gamal A.
, p. 323 - 331 (2004)
6-Methyl-3H-quinazolin-4-one reacted wit...
Total Synthesis of Luotonin A and Rutaecarpine from an Aldimine via the Designed Cyclization
Kwon, Se Hyun,Seo, Hong-Ahn,Cheon, Cheol-Hong
, p. 5280 - 5283 (2016)
The total synthesis of rutaecarpine (1) ...
Synthesis and antifungal activities of N3-substituted quinazolin-4-one catalyzed by 3-Methylimidazole ionic liquids
Liu,Liu,Ji,Sun,Liu,Wen,Xu
, p. 9853 - 9856 (2013)
N3-Substituted quinazolin-4-one was synt...
Di-4(3H)-quinazolinon-2-yl derivatives from the diacid chlorides of pinic and sym-homopinic acids
Avotin'sh,Petrova,Strakov
, p. 1241 - 1243 (2001)
The corresponding diamides have been syn...
2-(3-ethyl-2,2-dimethylcyclobutyl-methyl)-4(3H)-quinazolinones
Avotin'sh,Petrova,Pastors,Strakov
, p. 722 - 728 (1999)
Anthranilic acid and its 5-bromo and 4-c...
Synthesis and biological activities of novel quinazolinone derivatives containing a 1,2,4-triazolylthioether moiety
Yan, Bo-Ren,Lv, Xin-Yang,Du, Huan,Gao, Man-Ni,Huang, Jian,Bao, Xiao-Ping
, p. 983 - 993 (2016)
A series of novel quinazolinone derivati...
A new approach to the facile synthesis of 2-substituted-quinazolin-4(3H)- ones
Wang, Bin,Li, Zeng,Wang, Xiao Ning,Tan, Jia Heng,Gu, Lian Quan,Huang, Zhi Shu
, p. 951 - 953 (2011)
A new approach to the facile synthesis o...
Design, synthesis, and evaluation of novel (E)-N'-(3-allyl-2-hydroxy)benzylidene-2-(4-oxoquinazolin-3(4H)-yl)acetohydrazides as antitumor agents
Dung, Do T. M.,Park, Eun J.,Anh, Duong T.,Hai, Pham-The,Huy, Le D.,Jun, Hye W.,Kwon, Joo-Hee,Young Ji,Kang, Jong S.,Tung, Truong T.,Dung, Phan T. P.,Han, Sang-Bae,Nam, Nguyen-Hai
, (2021/10/25)
In our continuing search for novel small...
Metal-free catalyst for the visible-light-induced photocatalytic synthesis of quinazolinones
Wang, Rongzhou,Liu, Shiyuan,Li, Longfei,Song, Ao,Yu, Shengsheng,Zhuo, Shuping,Xing, Ling-Bao
, (2021/07/07)
In the present work, we have developed a...
Synthesis method of N-(3-acetenylphenyl)-quinazoline-4-amine
-
Paragraph 0024; 0027-0028; 0030; 0032; 0034, (2021/08/06)
The invention discloses a synthesis meth...
Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors
Chen, Zhe-Sheng,Dai, Qing-Qing,Li, Guo-Bo,Liu, Hong-Min,Liu, Hui,Wang, Bo,Wang, Shaomeng,Yu, Bin,Yuan, Shuo,Zhang, Jing-Ya,Zhang, Xiao-Nan,Zuo, Jia-Hui
, p. 14895 - 14911 (2021/10/12)
The major drawbacks of P-glycoprotein (P...
491-36-1 Process route
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4-(1-phenylethoxy)quinazoline
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491-36-1
4-Hydroxyquinazoline
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98-85-1,13323-81-4
1-Phenylethanol
| Conditions | Yield |
|---|---|
|
With
potassium hydroxide;
In
tetrahydrofuran;
at 82 ℃;
for 24h;
|
-
-
50-00-0,30525-89-4,61233-19-0
formaldehyd
-
-
28144-70-9,88-68-6
anthranilic acid amide
-
-
491-36-1
4-Hydroxyquinazoline
| Conditions | Yield |
|---|---|
|
With
iron(III) chloride;
In
water;
for 1h;
Heating;
|
92%
|
|
With
[Cp*Ir(2,2′-bpyO)(H2O)]; caesium carbonate;
In
toluene;
at 130 ℃;
for 2h;
Microwave irradiation;
|
82%
|
|
With
toluene-4-sulfonic acid; fluorescein free acid;
In
water;
at 20 ℃;
for 2h;
Irradiation;
Green chemistry;
|
82%
|
|
With
bis(acetylacetonate)oxovanadium; oxygen;
In
1,2-dichloro-ethane;
at 80 ℃;
for 6h;
under 760.051 Torr;
|
80%
|
|
With
iodine;
In
ethanol;
Reflux;
Green chemistry;
|
68%
|
|
In
water;
at 120 - 130 ℃;
for 24h;
|
68%
|
|
With
oxygen;
In
dimethyl sulfoxide;
at 100 ℃;
for 36h;
|
67%
|
|
With
iodine; oxygen;
In
water; dimethyl sulfoxide;
at 110 ℃;
for 4h;
|
55%
|
|
With
ytterbium(III) triflate;
In
1,3,5-trimethyl-benzene;
at 165 ℃;
for 6h;
Inert atmosphere;
|
12%
|
|
With
toluene-4-sulfonic acid; fluorescein;
In
water; acetonitrile;
at 20 ℃;
for 2h;
Time;
Irradiation;
|
24.1 mg
|
491-36-1 Upstream products
-
253-82-7
quinazoline
-
5190-68-1
4-chloroquinazoline
-
607-68-1
2,4-dichloroquinazoline
-
29113-34-6
3,4-dihydro-4-oxoquinazoline-2-carboxylic acid
491-36-1 Downstream products
-
2436-66-0
3-methylquinazolin-4(3H)-one
-
16347-95-8
4-methoxyquinazoline
-
5388-11-4
3-benzyl-3H-quinazolin-4-one
-
139193-06-9
3-(3-chloropropyl)quinazolin-4(3H)-one
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