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(4R,5R,αR)-1,3,4,5-Tetrahydro-4-(methylamino)-α-(1-methylethenyl)benz[cd]indole-5-methanol is an ergot type alkaloid that has been recently isolated from Claviceps paspali. (4R,5R,αR)-1,3,4,5-Tetrahydro-4-(methylamino)-α-(1-methylethenyl)benz[cd]indole-5-methanol can be sublimed in vacuo at 180°C and has a specific optical rotation of [0:]50 + 3° ± 1 °. It is obtained through thin-layer chromatography of the alkaloidal extract.

52052-66-1

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  • (4R,5R,αR)-1,3,4,5-Tetrahydro-4-(methylamino)-α-(1-methylethenyl)benz[cd]indole-5-methanol

    Cas No: 52052-66-1

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52052-66-1 Usage

Uses

Used in Pharmaceutical Industry:
(4R,5R,αR)-1,3,4,5-Tetrahydro-4-(methylamino)-α-(1-methylethenyl)benz[cd]indole-5-methanol is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure and properties make it a promising candidate for the development of new drugs targeting various medical conditions.
Used in Research and Development:
In the field of research and development, (4R,5R,αR)-1,3,4,5-Tetrahydro-4-(methylamino)-α-(1-methylethenyl)benz[cd]indole-5-methanol serves as a valuable compound for studying its chemical properties, interactions with biological systems, and potential applications in drug discovery.
Used in Chemical Synthesis:
This ergot type alkaloid can also be utilized as a key intermediate in the synthesis of other complex organic molecules, particularly those with potential pharmaceutical or biological activities. Its unique structure and functional groups make it a versatile building block for the development of novel compounds.

References

Tscherter, Hartmut., Helv. Chim. Acta, 57, 113 (1974)

Check Digit Verification of cas no

The CAS Registry Mumber 52052-66-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,0,5 and 2 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 52052-66:
(7*5)+(6*2)+(5*0)+(4*5)+(3*2)+(2*6)+(1*6)=91
91 % 10 = 1
So 52052-66-1 is a valid CAS Registry Number.
InChI:InChI=1/C16H20N2O/c1-9(2)16(19)15-11-5-4-6-12-14(11)10(8-18-12)7-13(15)17-3/h4-6,8,13,15-19H,1,7H2,2-3H3/t13-,15-,16+/m1/s1

52052-66-1SDS

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 (1R)-2-methyl-1-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol

1.2 Other means of identification

Product number -
Other names Paliclavine

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:52052-66-1 SDS

52052-66-1Downstream Products

52052-66-1Relevant articles and documents

TOTAL SYNTHESES OF CLAVINE ALKALOIDS BY AN INTRAMOLECULAR NITRONE-OLEFIN CYCLOADDITION REACTION

Oppolzer, W.,Grayson, J. I.,Wegmann, H.,Urrea, M.

, p. 3695 - 3706 (2007/10/02)

The racemic ergot alkaloids chanoclavine I (1) and 6,7-secoagroclavine (4) have been synthesized stereoselectively from indole-4-carboxaldehyde (7) in overall yields of 14 and 13 percent, respectively.Further syntheses of isochanoclavine I (2), paliclavine (5) and costaclavine (6), via the same isoxazolidine 18 are described.The key step 16-->18 (Scheme 4) involves a transient nitrone 17 which undergoes a kinetically controlled, regio- and stereoselective intramolecular cycloaddition to a 1,2-disubstituted olefinic bond.

Intramolecular Nitrile Oxide Cycloaddition (INOC) Reactions in the Indole Series. 2. Total Synthesis of Racemic and Optically Active Paliclavine and 5-epi-Paliclavine

Kozikowski, Alan P.,Chen, Yon-Yih

, p. 5248 - 5250 (2007/10/02)

The first total synthesis of the ergot alkaloid paliclavine and the formal total synthesis of paspaclavine in optically active form are described.

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