209169-30-2

Basic information

• Product Name: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, (3S)-
• Synonyms: 1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid;(3S)-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid;1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid;1-Phenyl-2,3,4,9-tetrahydro-1H-β-carbolin-3-carbonsaeure
• CAS NO: 209169-30-2
• Molecular Formula: C18H16N2O2
• Molecular Weight: 292.337
• Mol File: 209169-30-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, (3S)-(209169-30-2)
• EPA Substance Registry System: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, (3S)-(209169-30-2)

Safety Data

• Hazardous Substances Data: 209169-30-2(Hazardous Substances Data)

Usage

General Description

1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, (3S)- is a chemical compound with the molecular formula C20H18N2O2. It is a derivative of the indole-3-carboxylic acid, with an additional phenyl group attached to the 1-position of the tetrahydroindole ring. The compound is chiral, with a (3S) stereochemistry, indicating that it has a three-dimensional structure with a specific arrangement of atoms. This chemical compound may have potential pharmaceutical or biological activity, and its unique structure could be of interest for further research and development.

Upstream product

• 100-52-7 benzaldehyde 
• 13139-14-5 Boc-Trp-OH 
• 73-22-3 L-Tryptophan 

Downstream Products

• 111687-77-5 (1R,3S)-methyl 1-phenyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate 
• 91200-21-4 (1S,3S)-methyl 1-phenyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate 
• 1375081-70-1 ethyl 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylate 
• 374708-73-3 1-phenyl-β-carboline-3-carboxylic acid hydrazide 
• 374710-96-0 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylic acid 
• 1448261-92-4 9-(3-phenylpropyl)-2-benzyl-1-phenyl-β-carbolinium bromide 
• 1448261-88-8 1-phenyl-9-(3-phenylpropyl)-β-carboline 

Relevant articles and documents

Application of the Pictet-Spengler reaction in combinatorial chemistry

Reaction of polymer bound tryptophan with a variety of aldehydes and ketones under Pictet-Spengler like conditions was found to produce 1,2,3,4-tetrahydro-β-carbolines in excellent yield. The straightforward, easily automated chemistry and the availability of numerous commercial aldehydes and ketones makes this approach ideal for combinatorial chemistry application.

3-di-amine β- carboline base compound, preparation method and pharmaceutical composition and application thereof

The invention discloses a 3-position diamine connected beta-carboline alkali compound, and a preparation method, a medicinal composition and a use thereof. The above di-beta-carboline alkali compound and its medicinal salt are represented by general formu

Development of novel β-carboline-based hydroxamate derivatives as HDAC inhibitors with antiproliferative and antimetastatic activities in human cancer cells

A series of novel β-carboline-based hydroxamate derivatives 12a-k were designed and synthesized, and their biological activities in a series of in vitro assays were evaluated. Several of these β-carboline derivatives not only showed excellent HDAC1/3/6 inhibitory effects, but also displayed significant antitumor activities against five human cancer cells. The most potent compound 12f demonstrated the highest anticancer potency against cancer cell lines with IC50 values of 0.53–1.56 μM, which was considerably more potent than harmine (IC50 = 46.7–55.3 μM) and also three-to ten-fold lower than that of SAHA (IC50 = 4.48–6.26 μM). Immunoblot analysis revealed that 12f dose-dependently inhibited histone H3 and α-tubulin acetylation, confirming its HDAC inhibitory effects. Moreover, 12f significantly arrested HepG2 cells at G2/M phase through inhibiting cell cycle related protein CDK1 and cyclin B in a concentration dependent manner. Interestingly, 12f also exerted strong anti-metastasis activity by simultaneously reducing the protein level of MMP2 and MMP9 and inhibiting MAPK signaling pathway.