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N-Formylloline, a pyrrolizidine alkaloid, is predominantly found in tall fescue plants. It is a naturally occurring compound that serves as an insect-deterrent for protective purposes. Additionally, N-Formylloline has been discovered to bind and activate the D2 dopamine receptor in cell culture.

38964-33-9

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38964-33-9 Usage

Uses

Used in Insect Deterrent Applications:
N-Formylloline is used as a natural insect-deterrent in the agricultural industry, particularly for tall fescue plants, to protect them from insect damage. Its presence in the plants helps to deter insects from feeding on them, thus reducing crop loss and the need for chemical pesticides.
Used in Pharmaceutical Research:
N-Formylloline is used as a research compound in the pharmaceutical industry for its ability to bind and activate the D2 dopamine receptor. This property makes it a potential candidate for the development of new drugs targeting the dopamine system, which could have applications in treating various neurological and psychiatric disorders.

Check Digit Verification of cas no

The CAS Registry Mumber 38964-33-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,9,6 and 4 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 38964-33:
(7*3)+(6*8)+(5*9)+(4*6)+(3*4)+(2*3)+(1*3)=159
159 % 10 = 9
So 38964-33-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H14N2O2/c1-10(5-12)8-7-4-11-3-2-6(13-7)9(8)11/h5-9H,2-4H2,1H3

38964-33-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Methyl-N-2-oxa-6-azatricyclo[4.2.1.0<sup>3,7</sup>]non-8-ylformamide

1.2 Other means of identification

Product number -
Other names N-formyl-loline

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:38964-33-9 SDS

38964-33-9Downstream Products

38964-33-9Relevant academic research and scientific papers

An efficient synthesis of loline alkaloids

Cakmak, Mesut,Mayer, Peter,Trauner, Dirk

supporting information; experimental part, p. 543 - 545 (2012/04/04)

Loline (1) is a small alkaloid that, in spite of its simple-looking structure, has posed surprising challenges to synthetic chemists. It has been known for more than a century and has been the subject of extensive biological investigations, but only two total syntheses have been achieved to date. Here, we report an asymmetric total synthesis of loline that, with less then ten steps, is remarkably short. Our synthesis incorporates a Sharpless epoxidation, a Grubbs olefin metathesis and an unprecedented transannular aminobromination, which converts an eight-membered cyclic carbamate into a bromopyrrolizidine. The synthesis is marked by a high degree of chemo- and stereoselectivity and gives access to several members of the loline alkaloid family. It delivers sufficient material to support a programme aimed at studying the complex interactions between plants, fungi, insects and bacteria brokered by loline alkaloids.

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