723-97-7 Usage
Description
1-Methoxy-9H-carbazole-3-carbaldehyde is a simple carbazole alkaloid found in the stem bark of Murraya koenigii Spreng. It is best purified by sublimation of the crude base, yielding colorless crystals. The ultraviolet spectrum in ethanol has absorption maxima at 238, 247, 274, 289, and 335 nm. The structure has been confirmed as 3-formyl-1-methoxycarbazole through spectroscopic methods and synthesis. It can form various derivatives, such as an oxime with a melting point of 155-160°C, a picrate with a melting point of 198-200°C, and the 2,4-dinitrophenylhydrazone with a melting point above 300°C. The N-methyl derivative forms colorless needles from C6H6-light petroleum, with a melting point of 148-149°C. When subjected to Wolff-Kishner reduction, the alkaline phase yields 1-hydroxy-3-methyl-carbazole.
Uses
1-Methoxy-9H-carbazole-3-carbaldehyde has potential applications in various industries, including:
Used in Pharmaceutical Industry:
1-Methoxy-9H-carbazole-3-carbaldehyde is used as a pharmaceutical compound for its potential therapeutic properties. Its unique structure and ability to form various derivatives make it a promising candidate for the development of new drugs and treatments.
Used in Chemical Research:
1-Methoxy-9H-carbazole-3-carbaldehyde is used as a research compound in the field of organic chemistry. Its synthesis and properties can provide valuable insights into the behavior of carbazole alkaloids and their potential applications in various chemical processes.
Used in Material Science:
1-Methoxy-9H-carbazole-3-carbaldehyde can be used as a component in the development of new materials with unique properties. Its ability to form various derivatives and its interaction with other compounds can lead to the creation of innovative materials with potential applications in various industries.
Used in Analytical Chemistry:
1-Methoxy-9H-carbazole-3-carbaldehyde can be used as an analytical reagent or reference compound in various analytical techniques. Its unique spectral properties and reactivity can be utilized for the detection, quantification, or characterization of other compounds in complex samples.
References
Chakraborty, Barman, Bose., Tetrahedron, 21, 681 (1965)Synthesis:
Crum, Sprague., Chern. Cornrnun., 417 (1966)Chakraborty, Chowdhury., J. Org. Chern., 33, 1265 (1968)
Check Digit Verification of cas no
The CAS Registry Mumber 723-97-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,2 and 3 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 723-97:
(5*7)+(4*2)+(3*3)+(2*9)+(1*7)=77
77 % 10 = 7
So 723-97-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H11NO2/c1-17-13-7-9(8-16)6-11-10-4-2-3-5-12(10)15-14(11)13/h2-8,15H,1H3
723-97-7Relevant articles and documents
KOENOLINE, A FURTHER CYTOTOXIC CARBAZOLE ALKALOID FROM MURRAYA KOENIGII
Fiebig, Manfred,Pezzuto, John M.,Soejarto, Djaja D.,Kinghorn, A. Douglas
, p. 3041 - 3044 (1985)
Koenoline, a carbazole alkaloid, has been isolated from the root bark of Murraya koenigii for the first time as a natural product.Its structure was established as 1-methoxy-3-hydroxymethylcarbazole by analysis of spectroscopic data and was confirmed by pa
Total synthesis of carbazole alkaloids
Bhatthula, Bharath kumar goud,Kanchani, Janardhan reddy,Arava, Veera reddy,Subha
, p. 874 - 887 (2019/01/11)
A Suzuki-Miyaura cross coupling, followed by triphenylphosphine mediated Cadogan reductive cyclization sequence provided efficient access to a series of carbazole alkaloids. In the present work, this approach was applied to the total synthesis of mukonine, clauszoline K, koenoline, murrayanine, murrayafoline A, mukoeic acid, glycoborine, glycozolicine, mukolidine, mukoline, glycozoline, 3-methoxy-9H-carbazole-1-carboxylic acid methyl ester, (3-methoxy-9H-carbazol-1-yl)-methanol, 3-methoxy-9H-carbazole-1-carbaldehyde, 3-methoxy-9H-carbazole-1-carboxylic acid, 2-methyl-9H-carbazole and nonsteroidal anti-inflammatory drug (NSAID) carprofen and its derivatives.
Total synthesis of diverse oxygenated carbazoles by modified aromatization using molecular iodine
Humne, Vivek T.,Naykode, Mahavir S.,Ghom, Monica H.,Lokhande, Pradeep D.
, p. 688 - 691 (2016/01/26)
A convenient route has been developed for mono and dioxygenated carbazole alkaloids from 1-oxotetrahydrocarbazoles. The key step of the synthetic route is the aromatic process of 1-oxotetrahydrocarbazoles using molecular iodine. To our knowledge, this is