Welcome to LookChem.com Sign In|Join Free

CAS

  • or
7-METHYLINDOLE-3-CARBOXALDEHYDE is an organic compound with the molecular formula C9H7NO. It is a derivative of indole and features a carboxylic aldehyde functional group. 7-METHYLINDOLE-3-CARBOXALDEHYDE is known for its potential applications in various fields due to its unique chemical properties.

4771-50-0 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 4771-50-0 Structure
  • Basic information

    1. Product Name: 7-METHYLINDOLE-3-CARBOXALDEHYDE
    2. Synonyms: 7-METHYL-1H-INDOLE-3-CARBALDEHYDE;7-METHYLINDOLE-3-ALDEHYDE;7-METHYLINDOLE-3-CARBOXALDEHYDE;7-METHYLINDOLE-3-CARBOXYALDEHYDE;3-FORMYL-7-METHYLINDOLE;1H-Indole-3-carboxaldehyde, 7-methyl- (9CI);7-Methylindole-3-carboxaldehyde 98%;7-Methyl-3-indolecarboxaldehyde
    3. CAS NO:4771-50-0
    4. Molecular Formula: C10H9NO
    5. Molecular Weight: 159.18
    6. EINECS: -0
    7. Product Categories: ALDEHYDE;Indoles and derivatives;Indole;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Indoles;C10-C12;Aldehydes;Building Blocks;C10;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks
    8. Mol File: 4771-50-0.mol
  • Chemical Properties

    1. Melting Point: 206-208°C
    2. Boiling Point: 341 °C at 760 mmHg
    3. Flash Point: 168 °C
    4. Appearance: /
    5. Density: 1.226 g/cm3
    6. Vapor Pressure: 8.31E-05mmHg at 25°C
    7. Refractive Index: 1.698
    8. Storage Temp.: −20°C
    9. Solubility: N/A
    10. PKA: 15.80±0.30(Predicted)
    11. Sensitive: Air Sensitive
    12. BRN: 122340
    13. CAS DataBase Reference: 7-METHYLINDOLE-3-CARBOXALDEHYDE(CAS DataBase Reference)
    14. NIST Chemistry Reference: 7-METHYLINDOLE-3-CARBOXALDEHYDE(4771-50-0)
    15. EPA Substance Registry System: 7-METHYLINDOLE-3-CARBOXALDEHYDE(4771-50-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36-37
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4771-50-0(Hazardous Substances Data)

4771-50-0 Usage

Uses

Used in Pharmaceutical Industry:
7-METHYLINDOLE-3-CARBOXALDEHYDE is used as a reactant for the preparation of various compounds with therapeutic potential. It serves as a building block for the synthesis of different pharmaceutical agents, including:
1. Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, which are potential anticancer immunomodulators. These compounds can modulate the immune system to enhance the body's response against cancer cells.
2. Antibacterial and antituberculosis agents. These agents can help in the treatment of bacterial infections, including tuberculosis, by targeting specific bacterial enzymes or pathways.
3. Antiandrogens effective against androgen receptor mutants. These compounds can be used in the treatment of prostate cancer and other androgen-dependent conditions by blocking the action of androgens on their receptors.
4. Anti-bovine viral diarrhea virus (BVDV) agents. These agents can help in the prevention and treatment of BVDV infections in cattle, which can lead to significant economic losses in the livestock industry.
5. Receptor subtype 5 antagonists. These compounds can be used in the treatment of various conditions, including neurological disorders, by blocking the action of specific receptors in the body.
6. Glucocorticoid receptor ligands. These compounds can modulate the activity of the glucocorticoid receptor, which plays a crucial role in the regulation of immune responses and stress responses.
7. Necroptosis inhibitors. These compounds can inhibit a form of programmed cell death called necroptosis, which is involved in various pathological conditions, including neurodegenerative diseases and ischemic injuries.
8. Orally efficacious small-molecule activator of the insulin receptor. These compounds can enhance the activity of the insulin receptor, which may be useful in the treatment of diabetes and other conditions related to insulin resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 4771-50-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,7 and 1 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4771-50:
(6*4)+(5*7)+(4*7)+(3*1)+(2*5)+(1*0)=100
100 % 10 = 0
So 4771-50-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO/c1-7-3-2-4-9-8(6-12)5-11-10(7)9/h2-6,11H,1H3

4771-50-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L17519)  7-Methylindole-3-carboxaldehyde, 98%   

  • 4771-50-0

  • 250mg

  • 557.0CNY

  • Detail
  • Alfa Aesar

  • (L17519)  7-Methylindole-3-carboxaldehyde, 98%   

  • 4771-50-0

  • 1g

  • 1634.0CNY

  • Detail
  • Alfa Aesar

  • (L17519)  7-Methylindole-3-carboxaldehyde, 98%   

  • 4771-50-0

  • 5g

  • 6533.0CNY

  • Detail
  • Aldrich

  • (M2502)  7-Methylindole-3-carboxaldehyde  

  • 4771-50-0

  • M2502-1G

  • 627.12CNY

  • Detail

4771-50-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-METHYLINDOLE-3-CARBOXALDEHYDE

1.2 Other means of identification

Product number -
Other names 7-methyl-1H-indole-3-carbaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4771-50-0 SDS

4771-50-0Relevant articles and documents

Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles

Liu, Bo,Lu, Lin,Yang, Yongjie,Yin, Biaolin,Zheng, Zuoliang

, p. 2207 - 2212 (2021)

Polycyclic indolines and indolenines were synthesized via base-catalyzed intramolecular dearomatizing 3-alkenylation reactions of alkynyl indoles 1 at room temperature. The base enhanced the nucleophilicity of the carbon at the 3-position of the indole moiety, facilitating an exclusive 5-exo-dig cyclization reaction with the alkyne to form spiroindolenines 2. The imine functionality of 2 could undergo in situ nucleophilic addition to form spiroindolines 3 when R was a carbamoyl group or reduction to form spiroindolines 4 when R was H.

Triphenylphosphine/1,2-Diiodoethane-Promoted Formylation of Indoles with N, N -Dimethylformamide

Zhu, Yu-Rong,Lin, Jin-Hong,Xiao, Ji-Chang

supporting information, p. 259 - 263 (2021/11/22)

Despite intensive studies on the synthesis of 3-formylindoles, it is still highly desirable to develop efficient methods for the formylation of indoles, due to the shortcomings of the reported methods, such as inconvenient operations and/or harsh reaction conditions. Here, we describe a Ph3P/ICH2CH2I-promoted formylation of indoles with DMF under mild conditions. A Vilsmeier-type intermediate is readily formed from DMF promoted by the Ph3P/ICH2CH2I system. A onestep formylation process can be applied to various electron-rich indoles, but a hydrolysis needs to be carried out as a second step in the case of electron-deficient indoles. Convenient operations make this protocol attractive.

Preparation method of non-natural L - tryptophan derivative

-

Paragraph 0030-0034; 0046-0048; 0059-0061; 0072-0074; ..., (2021/11/21)

The invention discloses a preparation method of a non-natural L - tryptophan derivative, which is sequentially subjected to formylation by adopting a cheap and easily available substituted indole compound as a raw material. Cyclization, ring opening, asym

Access to Polycyclic Thienoindolines via Formal [2+2+1] Cyclization of Alkynyl Indoles with S8and K2S

Ma, Jinhui,Luo, Jiajun,Jiang, Kai,Zhang, Guangwen,Liu, Shubin,Yin, Biaolin

supporting information, p. 8033 - 8038 (2021/10/25)

The syntheses of polycyclic thienoindolines bearing a dihydrothiophene or tetrahydrothiophene subunit have not been reported, despite the fact that such compounds may have interesting medicinal properties. Herein, we report a protocol for accessing polycyclic dihydrothiophenes by means of formal [2+2+1] intramolecular dearomatizing cyclization of alkynyl indoles with K2S and S8 as the sources of sulfide. In addition, tetrahydrothienoindolines were stereoselectively synthesized via a one-pot, two-step protocol involving AgNO3-catalyzed alkenyl dearomatization followed by two nucleophilic addition reactions involving K2S.

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

Lu, Lin,Luo, Chenguang,Peng, Hui,Jiang, Huanfeng,Lei, Ming,Yin, Biaolin

supporting information, p. 2602 - 2605 (2019/04/30)

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.

Structure-Guided Synthesis and Mechanistic Studies Reveal Sweetspots on Naphthyl Salicyl Hydrazone Scaffold as Non-Nucleosidic Competitive, Reversible Inhibitors of Human Ribonucleotide Reductase

Huff, Sarah E.,Mohammed, Faiz Ahmad,Yang, Mu,Agrawal, Prashansa,Pink, John,Harris, Michael E.,Dealwis, Chris G.,Viswanathan, Rajesh

supporting information, p. 666 - 680 (2018/02/16)

Ribonucleotide reductase (RR), an established cancer target, is usually inhibited by antimetabolites, which display multiple cross-reactive effects. Recently, we discovered a naphthyl salicyl acyl hydrazone-based inhibitor (NSAH or E-3a) of human RR (hRR) binding at the catalytic site (C-site) and inhibiting hRR reversibly. We herein report the synthesis and biochemical characterization of 25 distinct analogs. We designed each analog through docking to the C-site of hRR based on our 2.7 ? X-ray crystal structure (PDB ID: 5TUS). Broad tolerance to minor structural variations preserving inhibitory potency is observed. E-3f (82% yield) displayed an in vitro IC50 of 5.3 ± 1.8 μM against hRR, making it the most potent in this series. Kinetic assays reveal that E-3a, E-3c, E-3t, and E-3w bind and inhibit hRR through a reversible and competitive mode. Target selectivity toward the R1 subunit of hRR is established, providing a novel way of inhibition of this crucial enzyme.

Synthesis of polycyclic spirooxindoles via an asymmetric catalytic one-pot stepwise Aldol/chloroetherification/aromatization procedure

Jiang, Yan,Yu, Shuo-Wen,Yang, Yi,Liu, Ying-Le,Xu, Xiao-Ying,Zhang, Xiao-Mei,Yuan, Wei-Cheng

supporting information, p. 6647 - 6651 (2018/09/29)

A general method for the synthesis of chiral pentacyclic spirooxindoles containing a tetrahydropyrano[2,3-b]indole scaffold through a one-pot stepwise sequence from 3-(3-indolomethyl)oxindole, paraformaldehyde and NCS is reported. Furthermore, the pentacyclic spirooxindoles could be transformed to bispirooxindole and other structurally diverse spirocyclic oxindoles.

Method for synthesizing indole -3 - formaldehyde compounds (by machine translation)

-

Paragraph 0041-0044; 0066-0069, (2018/08/28)

The invention relates to a synthetic indole - 3 - formaldehyde compounds, which belongs to the technical field of organic synthesis. The invention will be indole compound, hexamethylene tetramine, crystalline aluminum trichloride, N, N - dimethyl formamide in proportion in 120 °C reaction under the condition of 1 - 20 the H, then filtered, washing, filtering, concentrating, column chromatography purification and other after-treatment technology, make the refined indole - 3 - formaldehyde compound. The invention overcomes the indole - 3 - benzaldehyde compound of preparation need to use not stabilized peroxide, and for a long time under the high temperature reaction of the defect. And the invention uses the advantages of simple equipment, product yield is high, the resulting yield of a target product can be up to 94%. In addition, the invention relates to a low reaction conditions, less catalyst levels, low energy consumption, the post treatment process is simple and easy to use, without the need of using a high dosage of acid or alkali, post-processing the solvent can be recovered and recycled, industrial "three wastes" is discharged little, suitable for large-scale production. (by machine translation)

An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives

Xu, Jun,Tong, Rongbiao

supporting information, p. 2952 - 2956 (2017/07/24)

An environmentally friendly and efficient protocol (KX/oxone) for oxidative halocyclization of tryptamine/tryptophol derivatives was developed and demonstrated with 28 examples and concise total synthesis of cyclotryptamine alkaloid protubonines A and B. The distinct advantage of this protocol over all previous methods is that no organic byproduct is generated from a halogenating agent or oxidant, thus greatly reducing the environmental impact of halocyclization and facilitating the post-reaction purification.

Iron-Catalyzed C3-Formylation of Indoles with Formaldehyde and Aqueous Ammonia under Air

Wang, Qing-Dong,Zhou, Bin,Yang, Jin-Ming,Fang, Dong,Ren, Jiangmeng,Zeng, Bu-Bing

supporting information, p. 2670 - 2674 (2017/10/06)

An efficient iron-catalyzed C3-selective formylation of free (N-H) or N-substituted indoles was developed by employing formaldehyde and aqueous ammonia, with air as the oxidant. This new method gave 3-formylindoles in moderate to excellent yields with fairly short reaction times. Moreover, this procedure for catalytic formylation of indoles can be applied to gram-scale syntheses.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 4771-50-0