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2178-32-7

Benzo[b]phenanthridin-5(6H)-one is a heterocyclic organic compound belonging to the phenanthridine family, characterized by a benzene ring fused to a phenanthridine core. Benzo[b]phenanthridin-5(6H)-one has a molecular formula of C17H11NO and a molecular weight of 243.27 g/mol. It is an important intermediate in the synthesis of various alkaloids, such as sanguinarine and chelerythrine, which exhibit a range of biological activities, including antitumor, antimicrobial, and anti-inflammatory properties. Benzo[b]phenanthridin-5(6H)-one is a white crystalline solid with a melting point of 240-242°C and is soluble in organic solvents like methanol, ethanol, and acetone. Its chemical structure features a lactam group at the 5-position, which is crucial for its reactivity and potential applications in the pharmaceutical and chemical industries.

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  • 2178-32-7 Structure

  • Basic information

    1. Product Name: Benzo[b]phenanthridin-5(6H)-one
    2. Synonyms: Benzo[b]phenanthridin-5(6H)-one
    3. CAS NO:2178-32-7
    4. Molecular Formula: C17H11NO
    5. Molecular Weight: 245.28
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2178-32-7.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 377.5°C at 760 mmHg
    3. Flash Point: 227.6°C
    4. Appearance: /
    5. Density: 1.272g/cm3
    6. Vapor Pressure: 6.71E-06mmHg at 25°C
    7. Refractive Index: 1.707
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Benzo[b]phenanthridin-5(6H)-one(CAS DataBase Reference)
    11. NIST Chemistry Reference: Benzo[b]phenanthridin-5(6H)-one(2178-32-7)
    12. EPA Substance Registry System: Benzo[b]phenanthridin-5(6H)-one(2178-32-7)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2178-32-7(Hazardous Substances Data)

2178-32-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2178-32-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,7 and 8 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2178-32:
(6*2)+(5*1)+(4*7)+(3*8)+(2*3)+(1*2)=77
77 % 10 = 7
So 2178-32-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H11NO/c19-17-14-8-4-3-7-13(14)15-9-11-5-1-2-6-12(11)10-16(15)18-17/h1-10H,(H,18,19)

2178-32-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 6H-benzo[b]phenanthridin-5-one

1.2 Other means of identification

Product number -
Other names 5-Oxo-5,6-dihydro-benzo<b>phenanthridin

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:2178-32-7 SDS

2178-32-7Downstream Products

2178-32-7Relevant articles and documents

Rhodium(III)-Catalyzed Annulation of N-Methoxybenzamides with Heterobicyclic Alkenes by C–H Functionalization: Synthesis of Benzo[b]phenanthridinones

Cheng, Ying,Parthasarathy, Kanniyappan,Bolm, Carsten

, p. 1203 - 1206 (2017)

A protocol for the rhodium(III)-catalyzed annulation of N-methoxybenzamides with 7-oxa/azabenzonorbornadienes by C–H activation was developed. This method allowed the synthesis of polycyclic products containing an oxygen/nitrogen-bridged structure in excellent yields. The annulated products were successfully transformed into benzo[b]phenanthridinones by a ring-opening/aromatization sequence.

Palladium-Catalyzed C-H Activation and Cyclization of Anilides with 2-Iodoacetates and 2-Iodobenzoates: An Efficient Method toward Oxindoles and Phenanthridones

Gandeepan, Parthasarathy,Rajamalli, Pachaiyappan,Cheng, Chien-Hong

, p. 1872 - 1879 (2016/06/15)

A concise approach to the synthesis of oxindoles and phenanthridones from anilides is described. In the presence of catalytic amount of Pd(OAc)2, 2-iodoacetates and 2-iodobenzoates can be used to functionalize ortho C-H bond of anilides, which subsequently undergo intramolecular cyclization to give the products. A possible reaction mechanism that involves a PdII/PdIV catalytic cycle is proposed with the support of detailed mechanistic studies.

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