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Arteannuin B, also known by various synonyms such as Qing Hau Su II, is a sesquiterpene lactone derivative that serves as a key intermediate in the synthesis of artemisinin and its analogs, which are critical antimalarial agents. Studies have demonstrated its utility in stereoselective reductions and chemical transformations, leading to derivatives like dihydroarteannuin B, with confirmed absolute stereochemistry via NMR and X-ray crystallography. Additionally, Arteannuin B has been successfully converted into (+)-artemisinin and (+)-deoxoartemisinin through efficient synthetic routes, highlighting its importance in addressing drug-resistant malaria. Its reactivity in oxidative lactonization and photo-oxygenation reactions further underscores its role as a versatile precursor in antimalarial drug development.

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  • 50906-56-4 Structure
  • Basic information

    1. Product Name: Arteannuin
    2. Synonyms: arteannuin B;(1aR,1bR,4aβ,7aβ)-Decahydro-7β,9aα-dimethyl-4-methylene-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one
    3. CAS NO:50906-56-4
    4. Molecular Formula: C15H20O3
    5. Molecular Weight: 248.32
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 50906-56-4.mol
  • Chemical Properties

    1. Melting Point: 149-151 °C(Solv: ethyl ether (60-29-7))
    2. Boiling Point: 398.7°Cat760mmHg
    3. Flash Point: 168.5°C
    4. Appearance: /
    5. Density: 1.18g/cm3
    6. Vapor Pressure: 1.44E-06mmHg at 25°C
    7. Refractive Index: 1.548
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: N/A
    10. CAS DataBase Reference: Arteannuin(CAS DataBase Reference)
    11. NIST Chemistry Reference: Arteannuin(50906-56-4)
    12. EPA Substance Registry System: Arteannuin(50906-56-4)
  • 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: 50906-56-4(Hazardous Substances Data)

50906-56-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 50906-56-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,9,0 and 6 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 50906-56:
(7*5)+(6*0)+(5*9)+(4*0)+(3*6)+(2*5)+(1*6)=114
114 % 10 = 4
So 50906-56-4 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O3/c1-8-4-5-11-9(2)12(16)17-15(11)10(8)6-7-14(3)13(15)18-14/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10?,11?,13?,14?,15?/m1/s1

50906-56-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Arteannuin B

1.2 Other means of identification

Product number -
Other names Arsinous acid,dimethyl-,2-hydroxyethyl ester

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:50906-56-4 SDS

50906-56-4Downstream Products

50906-56-4Relevant articles and documents

Use of cell-free systems in the production of the potent antimalarial, artemisinin

Nair, M S R,Basile, D V

, p. 880 - 882 (2007/10/02)

Artemisinin (qinghaosu, QHS), 1, a compound from the traditional Chinese medicinal herb, qinghao, Artemisia annua L. (Asteraceae), has shown high potential in the treatment of multidrug resistant forms of Plasmodium species, especially the most virulant P. vivax and P. falciparum.Clinical trials and treatments conducted in the Peoples' Republic of China has shown it to be , by far, the safest and most effective antimalarial.The work presented here uses crude leaf homogenates of A. annua to convert the more easily available precursor, artemisinic acid, 2, to artemisinin by these cell-free enzymes.A novel procedure using GC-CIMS to quantitate the results has been developed.A hypothetical pathway for the conversion of artemisinic acid to the target drug through the intermediacy of arteannuin B, 3, another metabolite of the same plant , is described.

TOTAL SYNTHESIS OF (+/-)-ARTEANNUIN B

Lansbury, Peter T.,Mojica, Carlos A.

, p. 3967 - 3970 (2007/10/02)

The title compound has been synthesized beginning with 4-methyl-2-cyclohexen-1-one, using intramolecular hydroxyl-directed reactions to achieve regio- and stereoselectivity at important stages.

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