1013-01-0

Basic information

• Product Name: 1,3-dimethyl-2,4-(1H,3H)-quinazolinedione
• Synonyms: 1,3-Dimethyl-1,2,3,4-tetrahydroquinazoline-2,4-dione;1,3-Dimethylquinazoline-2,4(1H,3H)-dione
• CAS NO: 1013-01-0
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Mol File: 1013-01-0.mol

Chemical Properties

• Boiling Point: 316.4°C at 760 mmHg
• Flash Point: 142.7°C
• Appearance: /
• Density: 1.256g/cm³
• Vapor Pressure: 0.000411mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 1,3-dimethyl-2,4-(1H,3H)-quinazolinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-2,4-(1H,3H)-quinazolinedione(1013-01-0)
• EPA Substance Registry System: 1,3-dimethyl-2,4-(1H,3H)-quinazolinedione(1013-01-0)

Safety Data

• Hazardous Substances Data: 1013-01-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,3-dimethyl-2,4-(1H,3H)-quinazolinedione is used as a key component in the production of various drugs and pharmaceutical intermediates, leveraging its unique chemical properties to contribute to the development of new medicinal compounds.
Used in Organic Synthesis:
As a building block in organic synthesis, 1,3-dimethyl-2,4-(1H,3H)-quinazolinedione is utilized for the creation of a wide array of chemical entities, highlighting its importance in the field of organic chemistry.
Used in Dye and Pigment Synthesis:
1,3-dimethyl-2,4-(1H,3H)-quinazolinedione is employed in the synthesis of dyes and pigments, where its chemical structure contributes to the color and properties of these specialty chemicals, making it valuable in industries that rely on colorants for their products.
Used in Specialty Chemicals Production:
1,3-dimethyl-2,4-(1H,3H)-quinazolinedione is also used in the synthesis of other specialty chemicals, where its versatile reactivity allows for the creation of unique and specific chemical products that cater to various industrial needs.

InChI:InChI=1/C10H10N2O2/c1-11-8-6-4-3-5-7(8)9(13)12(2)10(11)14/h3-6H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 2525-16-8 O-methylcaprolactim 
• 77-78-1 dimethyl sulfate 
• 6294-85-5 Perhydrochinazolin-2,4-dion 
• 74-83-9 methyl bromide 
• 76681-89-5 2-<(1,2-dioxo-2-(methylamino)ethyl)methylamino>benzoic acid methyl ester 
• 115125-00-3 1,3-Dimethyl-2-[2-oxo-2-phenyl-eth-(Z)-ylidene]-2,3-dihydro-1H-quinazolin-4-one 
• 7505-81-9 2-methylaminobenzamide 
• 624-83-9 methyl isocyanate 
• 33842-02-3 dichloromethylenedimethyliminium chloride 
• 85-91-6 Methyl N-methylanthranilate 
• 74-88-4 methyl iodide 
• 319455-45-3 5,6-Diethynyl-1,3-N,N-dimethyl uracil 

Downstream Products

• 773877-44-4 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-6-sulfonyl chloride 
• 1296732-08-5 C₁₇H₁₄N₂O₃ 
• 1296732-10-9 C₁₈H₁₆N₂O₃ 
• 1296732-12-1 C₁₈H₁₆N₂O₄ 
• 1296732-16-5 C₁₇H₁₃N₃O₅ 
• 1296732-14-3 C₁₇H₁₃BrN₂O₃ 

Relevant articles and documents

Harnessing selective PET and EnT catalysis by chlorophyll to synthesizeN-alkylated quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes

Photocatalytic syntheses of quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes were achieved by selective photo-induced electron transfer (PET) and energy transfer (EnT), respectively, by chlorophyll under visible light irradiation. Quinoli

Pd(ii)-Catalyzed [4 + 1 + 1] cycloaddition of simple: O -aminobenzoic acids, CO and amines: Direct and versatile synthesis of diverse N -substituted quinazoline-2,4(1 H,3 H)-diones

The mild, efficient, and straightforward synthesis of pharmaceutically and biologically active N3-substituted and N1,N3-disubstituted quinazoline-2,4-(1H,3H)-diones from simple and readily available substrates has been a huge challenge. Described here is a Pd(ii)-catalyzed [4 + 1 + 1] modular synthesis of diverse quinazoline-2,4-(1H,3H)-diones through one-pot cascade reactions of cyclocondensation of o-(alkyl)aminobenzoic acids with CO, amidation of the intermediate isatoic anhydrides with amines, and unprecedented carbonylation of the resulting o-aminobenzamides with CO under 1 atm and 60 °C conditions. The chemoselective and versatile multicomponent reaction allows for the diversities of the products including N3-substituted and N1,N3-disubstituted products, and even makes the substituents on N1,N3 the same or different from each other, which cannot be achieved by most traditional synthetic strategies. This journal is

Method for synthesizing quinazoline-2, 4 (1H, 3H)-diketone compound

The invention discloses a method for synthesizing a quinazoline-2, 4 (1H, 3H)-diketone compound, and belongs to the technical field of synthesis of nitrogen-containing heterocyclic compounds. According to the technical scheme, the method is characterized in that an anthranilic acid compound and an amine compound serve as reaction raw materials, CO serves as a carbonylation reagent, Pd (II) servesas a catalyst, KI or KI/AcOH serves as an additive, Cu (OAc) 2 or O2 or Cu (OAc) 2/O2 serves as an oxidizing agent, and the target product quinazoline-2, 4 (1H, 3H)-diketone compound is prepared through a one-pot multi-component reaction. The method has the advantages of simple and easily available raw material, short synthesis route, high atom economy and step economy, mild reaction conditions, diversified product structures, high yield of most target products and the like.

Cell-Active Small Molecule Inhibitors of the DNA-Damage Repair Enzyme Poly(ADP-ribose) Glycohydrolase (PARG): Discovery and Optimization of Orally Bioavailable Quinazolinedione Sulfonamides

DNA damage repair enzymes are promising targets in the development of new therapeutic agents for a wide range of cancers and potentially other diseases. The enzyme poly(ADP-ribose) glycohydrolase (PARG) plays a pivotal role in the regulation of DNA repair mechanisms; however, the lack of potent drug-like inhibitors for use in cellular and in vivo models has limited the investigation of its potential as a novel therapeutic target. Using the crystal structure of human PARG in complex with the weakly active and cytotoxic anthraquinone 8a, novel quinazolinedione sulfonamides PARG inhibitors have been identified by means of structure-based virtual screening and library design. 1-Oxetan-3-ylmethyl derivatives 33d and 35d were selected for preliminary investigations in vivo. X-ray crystal structures help rationalize the observed structure-activity relationships of these novel inhibitors.

Synthesis and characterization of the first inhibitor of: N -acylphosphatidylethanolamine phospholipase D (NAPE-PLD)

N-Acylphosphatidylethanolamine phospholipase D (NAPE-PLD) is a membrane-associated zinc enzyme that catalyzes the hydrolysis of N-acylphosphatidylethanolamines (NAPEs) into fatty acid ethanolamides (FAEs). Here, we describe the identification of the first small-molecule NAPE-PLD inhibitor, the quinazoline sulfonamide derivative 2,4-dioxo-N-[4-(4-pyridyl)phenyl]-1H-quinazoline-6-sulfonamide, ARN19874.

2,4-DIOXO-QUINAZOLINE-6-SULFONAMIDE DERIVATIVES AS INHIBITORS OF PARG

The present invention relates to compounds of formula I that function as inhibitors of PARG (Poly ADP-ribose glycohydrolase) enzyme activity wherein R1a, R1b, R1c, R1d, R1e, W, X1, X2, X3, X4, X5, X6, X7, c are each as defined herein. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of proliferative disorders, such as cancer, as well as other diseases or conditions in which PARG activity is implicated.

Studies of the H-D exchange mechanism of malonganenone B

Malonganenone B (1) exhibits an unusual H-D exchange of a formyl proton when in deuteric-NMR solvents. Synthetic and kinetic investigations were made to probe the mechanism of this exchange, which appears to occur via an uncommon and transient amine-amide

Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: Regioselective synthesis of 3-alkylated 2,4-quinazolinediones

(Chemical Equation Presented) o-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowing the synthesis of a diverse array of substituted quinazolinediones, exemplified by the preparation of a simple unsymmetric-dialkylated natural product.

Synthesis of 5,6-bis(alkyn-1-yl)pyrimidines and related nucleosides

Sonogashira coupling of 5-iodo-1-methyluracil or 5'-O-TBDMS-5-iodo-2',3'-O-isopropylideneuridine with alkynes gave 5-(alkyn-1-yl) derivatives that underwent 6-lithiation/iodination to give 5-(alkyn-1-yl)-6-iodo-(1-methyluracil or uridine) intermediates (57-80%). Coupling of the 5-(alkyn-1-yl)-6-iodo intermediates gave 5,6-bis(alkyn-1-yl)pyrimidines and protected nucleosides (51-79%). Two of the 5,6-bis(ethynyl)-1,3-dimethyluracil derivatives underwent Bergman cycloaromatization at 130°C with half-lives of 2-8 h. (C) 2000 Published by Elsevier Science Ltd.

Tautomer-dependent Bergman cyclization of novel uracil-enediyne chimeras

Uracil-enediyne chimeras 4, 7, and 8 were prepared and examined for their propensity to undergo Bergman cyclization. Kinetic experiments showed lactam tautomers 7 and 8 reacted up to 25 times faster than lactim ether 4. Determination of the activation ene