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ChemicalBook > CAS DataBase List > 2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE

2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE

Background
Product Name
2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE
CAS No.
299442-43-6
Chemical Name
2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE
Synonyms
NKY80;AKOS B003518;VITAS-BB TBB000019;NKY80, 10 mM in DMSO;SALOR-INT L203769-1EA;NKY 80, adenylyl cyclase 5 inhibitor;Adenylyl Cyclase Type V Inhibitor, NKY80;2-amino-7-(2-furyl)-7,8-dihydroquinazolin-5(6H)-one;2-AMINO-7-(FURANYL)-7,8-DIHYDRO-5(6H)-QUINAZOLINONE;2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE
CBNumber
CB6144364
Molecular Formula
C12H11N3O2
Formula Weight
229.23
MOL File
Mol file
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2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE Property

Boiling point:
464.9±47.0 °C(Predicted)
Density 
1.360±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO or methanol
form 
powder
pka
1.85±0.40(Predicted)
color 
off-white to light brown
Sensitive 
Light Sensitive
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
InChI
1S/C12H11N3O2/c13-12-14-6-8-9(15-12)4-7(5-10(8)16)11-2-1-3-17-11/h1-3,6-7H,4-5H2,(H2,13,14,15)
InChIKey
SOJUSNIBPPMLCC-UHFFFAOYSA-N
SMILES
Nc1ncc2C(=O)CC(Cc2n1)c3ccco3
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Safety

Hazard Codes 
Xi,T
Risk Statements 
25
Safety Statements 
45
WGK Germany 
3
HazardClass 
IRRITANT
Storage Class
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P330Rinse mouth.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
116850
Product name
Adenylyl Cyclase Type V Inhibitor, NKY80
Packaging
5mg
Price
$102
Updated
2025/07/31
Sigma-Aldrich
Product number
116850
Product name
Adenylyl Cyclase Type V Inhibitor, NKY80
Packaging
25mg
Price
$391
Updated
2023/06/20
Cayman Chemical
Product number
17777
Product name
NKY80
Purity
≥98%
Packaging
10mg
Price
$138
Updated
2024/03/01
Cayman Chemical
Product number
17777
Product name
NKY80
Purity
≥98%
Packaging
5mg
Price
$71
Updated
2023/06/20
Sigma-Aldrich
Product number
N2165
Product name
NKY80
Purity
≥98% (HPLC)
Packaging
5mg
Price
$129
Updated
2022/05/15
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2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE Chemical Properties,Usage,Production

Description

NKY-80 (299442-43-6) is a potent and selective adenylyl cyclase inhibitor. Selective for AC5 and over AC3 and AC2 (IC50 = 8.3 μM, 132 μM and 1.7 mM respectively).1,2 More recently shown to indiscriminately inhibit AC6.3 NKY-80 is an extremely useful tool for probing the involvement of adenylyl cyclases in cellular signaling.4

Uses

NKY 80 is an inhibitor of adenylyl cyclase (AC) and displays a greater affinity for AC5 over AC3 and AC2. Adenyl cyclase inhibitors can be easily modified by tumor targeting structures.

General Description

A cell-permeable quinazolinone containing a non-nucleoside compound that acts as a potent, selective inhibitor of adenylyl cyclase (AC) type V isoform (IC50 = 8.3 μM, 132 μM and 1.7 mM for type V, III and II, respectively) in the presence of Gsα GTPγS-Forskolin. Displays ~210-fold greater selectivity for type V over the type II isoform. The inhibition is non-competitive with respect to ATP and Forskolin. Regulates the AC catalytic activity in heart and lung tissues.

Biochem/physiol Actions

Cell permeable: yes

storage

Store at +4°C

Background

NKY-80 is an inhibitor of adenylyl cyclase catalytic activity, an essential enzyme that generates cyclic adenosine 3'5'-monophosphate from ATP. At least six distinct classes of ACs have been identified, with isozymes differing in cell localization, tissue distribution, and signaling pathways. NKY-80 is capable of blocking several different AC isozymes, inhibiting type V more strongly than type II or type III. NKY-80 also potently inhibits AC type VI, with an affinity close to that of AC type V. In a rat model of Parkinson's disease, NKY-80 blocked increases of both [(3)H]-GABA release and cAMP production, indicating that AC V/VI expression is a major determinant of increased GABAergic transmission in rats with L-DOPA induced severe dyskinesia. In a study of immune response in insects, NKY-80 reduced levels of hemocyte mobilization in response to bacterial challenge, indicating a role for AC and cAMP in hemocyte regulation and the immune response.

References

[1] Type-specific regulation of adenylyl cyclase. Selective pharmacological stimulation and inhibition of adenylyl cyclase isoforms
[2] SANDRA PIERRE. Capturing adenylyl cyclases as potential drug targets[J]. Nature Reviews. Drug Discovery, 2009, 8 4: 321-335. DOI:10.1038/nrd2827
[3] CAMERON S BRAND. Isoform selectivity of adenylyl cyclase inhibitors: characterization of known and novel compounds.[J]. Journal of Pharmacology and Experimental Therapeutics, 2013, 347 2: 265-275. DOI:10.1124/jpet.113.208157
[4] M CECILIA ORTIZ-CAPISANO. Adenylyl cyclase isoform v mediates renin release from juxtaglomerular cells.[J]. Hypertension, 2007, 49 3: 618-624. DOI:10.1161/01.hyp.0000255172.84842.d2

2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE Suppliers

China 74 Germany 1 Russia 2 United Kingdom 3 United States 13 USA 1 Global 94
Wuhan Chemwish Technology Co., Ltd
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86-027-67849912
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sales@chemwish.com
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Nanjing Dulai Biotechnology Co., Ltd.
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025-846993838003-8003 18013301590
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njduly@126.com
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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China
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Shanghai Chaolan Chemical Technology Center
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Sales@ATKchemical.com
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TargetMol Chemicals Inc.
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Career Henan Chemica Co
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laboratory@coreychem.com
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Changzhou Chenhong Biotechnology Co., Ltd.
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+86-0519-85788828 +86-13775037613
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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299442-43-6, 2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONERelated Search:

Mycophenolate mofetil ODQ ST034307

  • 2-Amino-7-(2-furanyl)-7,8-dihydro-5(6H)-quinazolinone
  • Adenylyl Cyclase Type V Inhibitor, NKY80
  • 2-AMINO-7-FURAN-2-YL-7,8-DIHYDRO-6H-QUINAZOLIN-5-ONE
  • 2-AMINO-7-(FURANYL)-7,8-DIHYDRO-5(6H)-QUINAZOLINONE
  • AKOS B003518
  • SALOR-INT L203769-1EA
  • NKY80
  • VITAS-BB TBB000019
  • 2-amino-7-(2-furyl)-7,8-dihydroquinazolin-5(6H)-one
  • Adenylyl Cyclase Type V Inhibitor, NKY80 - CAS 299442-43-6 - Calbiochem
  • 5(6H)-Quinazolinone, 2-amino-7-(2-furanyl)-7,8-dihydro-
  • 2-Amino-7-(furan-2-yl)-7,8-dihydroquinazolin-5(6H)-one
  • NKY 80, adenylyl cyclase 5 inhibitor
  • NKY80, 10 mM in DMSO
  • 299442-43-6