1-(2-Propynyl)-1H-indole-2,3-dione

Base Information

• Chemical Name: 1-(2-Propynyl)-1H-indole-2,3-dione
• CAS No.: 4290-87-3
• Molecular Formula: C11H7 N O2
• Molecular Weight: 185.182
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40365569
• Nikkaji Number: J1.965.266A
• Wikidata: Q82150345
• ChEMBL ID: CHEMBL3965645
• Mol file: 4290-87-3.mol

Synonyms:4290-87-3;1-(2-Propynyl)-1H-indole-2,3-dione;1-(Prop-2-yn-1-yl)indoline-2,3-dione;1-prop-2-ynylindole-2,3-dione;1-(prop-2-yn-1-yl)-2,3-dihydro-1H-indole-2,3-dione;1-(prop-2-yn-1-yl)-1H-indole-2,3-dione;N-propargylisatin;SCHEMBL949868;1-Propargylindoline-2,3-dione;CHEMBL3965645;DTXSID40365569;MGVPLJCIKWDYKQ-UHFFFAOYSA-N;MFCD00225166;STK824108;1-(prop-2-ynyl)indoline-2,3-dione;AKOS000245099;1-prop-2-ynyl-1H-indole-2,3-dione;CCG-103563;SB64711;12L-501S;1-prop-2-yn-1-yl-1H-indole-2,3-dione;CS-0264776;FT-0680069;EN300-94430;A872792;SR-01000394032;1-(2-propynyl)-1H-indole-2,3-dione, AldrichCPR;J-503609;SR-01000394032-1;Z57493357

Chemical Property of 1-(2-Propynyl)-1H-indole-2,3-dione

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Melting Point: 158-161°C
• Boiling Point: 331°Cat760mmHg
• Flash Point: 154.4°C
• PSA: 37.38000
• Density: 1.318g/cm³
• LogP: 0.91410
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.047678466
• Heavy Atom Count: 14
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

1-(2-Propynyl)-1H-indole-2,3-dione ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCN1C2=CC=CC=C2C(=O)C1=O

Technology Process of 1-(2-Propynyl)-1H-indole-2,3-dione

There total 10 articles about 1-(2-Propynyl)-1H-indole-2,3-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + propargyl bromide (106-96-7) → 1-prop-2-ynyl-1H-indole-2,3-dione (4290-87-3)

Guidance literature:

indole-2,3-dione; With potassium carbonate; In N,N-dimethyl-formamide; for 0.333333h; Cooling with ice;

propargyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.21577/0103-5053.20190206

Reference yield: 100.0%

propargyl bromide (106-96-7) → 1-prop-2-ynyl-1H-indole-2,3-dione (4290-87-3)

Guidance literature:

indole-2,3-dione; With caesium carbonate; In N,N-dimethyl-formamide; at 16 - 25 ℃; for 1.5h;

propargyl bromide; In N,N-dimethyl-formamide; at 16 - 25 ℃;

Reference yield: 85.0%

→ 1-prop-2-ynyl-1H-indole-2,3-dione (4290-87-3)

Guidance literature:

upstream raw materials:

indole-2,3-dione

propargyl bromide

1-(prop-2-yn-1-yl)indoline

aniline

Downstream raw materials:

1-[3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo [-4,3-a][1,4]diazepin-2-yl]-2-propynyl]-1H-indole2,3-dione

1-[3-(3,4-dichlorophenyl)prop-2-yn-1-yl]-1H-indole-2,3-dione

C₂₄H₁₄N₄O₃S

1-(prop-2-yn-1-yl)-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione

Refernces

• 1、 Chavan, Pramod V.,Pandit, Kapil S.,Desai, Uday V.,Wadgaonkar, Prakash P.,Nawale, Laxman,Bhansali, Sujit,Sarkar, Dhiman. "Click-chemistry-based multicomponent condensation approach for design and synthesis of spirochromene-tethered 1,2,3-triazoles as potential antitubercular agents". . p. 5675 - 5690. Retrieved 2017.
• 2、 Wang, Ruo,Yin, Xueyang,Zhang, Yaohuan,Zhang, Tesen,Shi, Weixiong. "Design, Synthesis, and In Vitro Anti-Tumor Activities of 1,2,3-triazole-tetraethylene Glycol Tethered Heteronuclear Bis-Schiff Base Derivatives of Isatin". . p. 3001 - 3005. Retrieved 2018.
• 3、 Thakur, Ravi Kumar,Joshi, Prince,Baranwal, Pragati,Sharma, Gaurav,Shukla, Sanjeev K.,Tripathi, Renu,Tripathi, Rama Pati. "Synthesis and antiplasmodial activity of glyco-conjugate hybrids of phenylhydrazono-indolinones and glycosylated 1,2,3-triazolyl-methyl-indoline-2,3-diones". . p. 764 - 771. Retrieved 2018.
• 4、 Chavan, Pramod V.,Desai, Uday V.,Wadgaonkar, Prakash P.,Tapase, Savita R,Kodam, Kisan M.,Choudhari, Amit,Sarkar, Dhiman. "Click chemistry based multicomponent approach in the synthesis of spirochromenocarbazole tethered 1,2,3-triazoles as potential anticancer agents". . p. 475 - 486. Retrieved 2019.
• 5、 Shakoori, Alireza,Bremner, John B.,Willis, Anthony C.,Haritakun, Rachada,Keller, Paul A.. "Rapid cascade synthesis of poly-heterocyclic architectures from indigo". . p. 7639 - 7647. Retrieved 2013.
• 6、 Nisha,Kumar, Kewal,Bhargava, Gaurav,Land, Kirkwood M.,Chang, Kai-Hsiang,Arora, Reena,Sen, Somdutta,Kumar, Vipan. "N-Propargylated isatin-Mannich mono- and bis-adducts: Synthesis and preliminary analysis of in vitro activity against Tritrichomonas foetus". . p. 657 - 663. Retrieved 2014.
• 7、 Aouad, Mohamed R.. "Click Synthesis and Antimicrobial Screening of Novel Isatin-1,2,3-Triazoles with Piperidine, Morpholine, or Piperazine Moieties". . p. 216 - 227. Retrieved 2017.
• 8、 Zhao, Shi-Jia,Lv, Zao-Sheng,Deng, Jia-Lun,Gao, Feng,Zhang, Guang-De,Xu, Zhi. "Design, Synthesis, and In Vitro Anti-mycobacterial Activities of 1,2,3-Triazole-tetraethylene Glycol Tethered Isatin Dimers". . p. 3006 - 3010. Retrieved 2018.
• 9、 Sharma, Bharvi,Kumar, Sumit,Preeti,Johansen, Matt D.,Kremer, Laurent,Kumar, Vipan. "1H-1,2,3-triazole embedded Isatin-Benzaldehyde-bis(heteronuclearhydrazones): design, synthesis, antimycobacterial, and cytotoxic evaluation". . p. 301 - 307. Retrieved 2021/12/09.
• 10、 Abdel Mageid, Randa E.,Abdelrahman, Mohamad T.,El-Manawaty, May A.,Farag, Hanaa,Hemdan, Bahaa A.,Malah, Tamer El,Nour, Hany F.. "Synthesis, in vitro antimicrobial evaluation, and molecular docking studies of new isatin-1,2,3-triazole hybrids". . . Retrieved 2021/11/22.