Welcome to LookChem.com Sign In|Join Free

CAS

  • or
Hippocasine is a bioactive compound derived from the defense mechanism of the ladybug Hippodamia caseyi. It is a colorless oil without a definite boiling point, and its structure can be modified through treatment with 30% hydrogen peroxide to form its N-oxide.

75556-13-7

Post Buying Request

75556-13-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

75556-13-7 Usage

Uses

Used in Pharmaceutical Industry:
Hippocasine is used as a bioactive compound for its potential applications in drug development and therapeutics. Its unique properties and ability to be modified through chemical treatment make it a promising candidate for the creation of new pharmaceutical agents.
Used in Chemical Research:
Hippocasine is used as a subject of chemical research for understanding its structure, properties, and potential applications. The study of its N-oxide formation through treatment with hydrogen peroxide can provide insights into the chemical behavior and modifications of similar compounds.
Used in Insect Defense Mechanism Studies:
Hippocasine is used in the study of insect defense mechanisms, specifically in ladybugs, to understand how they produce and utilize these bioactive compounds for protection against predators and other threats. This knowledge can contribute to the development of new defense strategies in agriculture and other fields.

References

Ayer et al., Can. J. Chem., 54, 1807 (1976)

Check Digit Verification of cas no

The CAS Registry Mumber 75556-13-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,5,5 and 6 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 75556-13:
(7*7)+(6*5)+(5*5)+(4*5)+(3*6)+(2*1)+(1*3)=147
147 % 10 = 7
So 75556-13-7 is a valid CAS Registry Number.

75556-13-7Relevant articles and documents

New strategy for the synthesis of ladybird beetle azaphenalene alkaloids using a combination of allylboration and intramolecular metathesis. Total synthesis of (±)-Hippocasine and (±)-epi-Hippodamine

Kuznetsov,Lyubimov,Godovikov,Bubnov

, p. 529 - 537 (2015/02/05)

A new strategy for assembly a tricyclic skeleton of ladybirds azaphenalene alkaloids (coccinellides) was developed based on the combination of allylboration reaction and intramolecular metathesis. The first key step is the 1,2-organolithiation of 4-picoline with (4,4-dieth-oxybutyl)lithium with subsequent reductive allylation with triallylborane leading to trans-2-allyl-6-(4,4-diethoxybutyl)-4-methyl-1,2,3,6-tetrahydropyridine. The 4,4-diethoxybutyl substituent was further converted to 4-acetoxy-5-hexenyl in four steps, then, the product obtained was involved in the second key step, the intramolecular allylic amination upon treatment with a [Pd] or an [Ir] catalyst giving diastereomeric bicyclic terminal dienes (μ1: 1), which were separated by chromatography. The stereochemistry of one of the dienes is the same as that in alkaloid Hippocasine. The third key step (the intramolecular metathesis reaction) includes the final assembly of the azaphenalene system. The tricyclic derivative obtained contains two differently substituted C=C bonds, selective hydrogenation of one of which (Pd/C) leads to (±)-Hippocasine, whereas exhaustive hydrogenation gives (±)-epi-Hippodamine.

Stereo- and Regioselective Total Synthesis of the Hydropyridoquinolizine Ladybug Defensive Alkaloids

Mueller, Richard H.,Thompson, Mark E.,DiPardo, Robert M.

, p. 2217 - 2231 (2007/10/02)

The stereo- and regioselective syntheses of the ladybug defensive alkaloids coccinelline (1), precoccinelline (2), (+/-)-hippodamine (3), (+/-)-convergine (4), (+/-)-hippocasine (5), (+/-)-hippocasine oxide (6), myrrhine (7), (+/-)-propyleine (8), and (+/-)-isopropyleine (9) are described starting from perhydroboraphenalene.

SYNTHESIS OF THE LADYBUG DEFENSIVE AGENTS (+-)-HIPPODAMINE, (+-)-CONVERGINE, (+-)-HIPPOCASINE AND (+-)-HIPPOCASINE OXIDE

Mueller, Richard H.,Thompson, Mark E.

, p. 1093 - 1096 (2007/10/02)

The total syntheses of the ladybug defensive agents (+-)-hippoidamine, (+-)-convergine, (+-)-hippocasine, and (+-)-hippocasine oxide are described starting from perhydroboraphenalene.

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 75556-13-7