33983-39-0

Basic information

• Product Name: MEDICARPIN(P)
• Synonyms: MEDICARPIN(P);(6aS,11aS)-Medicarpin
• CAS NO: 33983-39-0
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.27996
• Mol File: 33983-39-0.mol

Chemical Properties

• Melting Point: 127-128℃
• Boiling Point: 418.8°C at 760 mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.319±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.31E-07mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: MEDICARPIN(P)(CAS DataBase Reference)
• NIST Chemistry Reference: MEDICARPIN(P)(33983-39-0)
• EPA Substance Registry System: MEDICARPIN(P)(33983-39-0)

Safety Data

• Hazardous Substances Data: 33983-39-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
MEDICARPIN(P) is used as an antimicrobial agent for its ability to combat various types of bacteria, which can be beneficial in treating infections and promoting overall health.
MEDICARPIN(P) is also used as an antifungal agent to prevent and treat fungal infections, which can be particularly useful in both human and veterinary medicine.
Furthermore, MEDICARPIN(P) is used as an anti-inflammatory agent to reduce inflammation and alleviate symptoms associated with inflammatory conditions.
Used in Agricultural Applications:
In the agricultural industry, MEDICARPIN(P) is used as a plant resistance enhancer to improve plants' ability to withstand diseases and pests, potentially increasing crop yields and reducing the need for chemical pesticides.
MEDICARPIN(P) is also used in the development of biopesticides, leveraging its natural properties to control pests in a more environmentally friendly manner compared to synthetic pesticides.

InChI:InChI=1/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m1/s1

Upstream product

• 1891-01-6 3-(2,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one 
• 1890-99-9 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-chromen-4-one 
• 108-46-3 recorcinol 
• 32383-76-9 9-methoxy-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromen-3-ol 
• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 52085-14-0 4-benzoxy-salicylaldehyde 

Downstream Products

• 95541-54-1 3-{2-Hydroxy-5-[(3S,4R)-7-hydroxy-3-(2-hydroxy-4-methoxy-phenyl)-chroman-4-yl]-4-methoxy-phenyl}-2H-chromen-7-ol 
• 85915-65-7 (3S,4S)-3,4-trans-4-<(3S)-2',7-dihydroxy-4'-methoxyisoflavan-6-yl>-2',7-dihydroxy-4'-methoxyisoflavan 
• 85915-64-6 (3S,4S)-3,4-trans-4-<(3S)-6',7-dihydroxy-4'-methoxyisoflavan-3'-yl>-2',7-dihydroxy-4'-methoxyisoflavan 
• 20879-05-4 (+)-(3S)-Vestitol 
• 95541-58-5 (3S,4S)-3,4-trans-2',4',7-trimethoxy-4-(2',4',7-trimethoxyisolav-3-en-6-yl)isoflavan 
• 95541-57-4 (3S,4S)-3,4-trans-2',4',7-trimethoxy-4-(4',6',7-trimethoxyisolav-3-en-3'-yl)isoflavan 
• 164124-45-2 (6aS,11aS)-4-(5-Hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-ylmethyl)medicarpin 
• 258854-23-8 (E/Z)-(6aS,11aS)-3-O-(3',5'-Dinitrobenzoyl)-4-(prop-1-enyl)medicarpin 
• 258854-22-7 (6aS,11aS)-4-Allyl-3-O-(3',5'-dinitrobenzoyl)medicarpin 
• 258854-31-8 (6aS,11aS)-4-(3-Hydroxy-6-methoxy-5-methoxymethoxy-3-phenyl-2,3-dihydro-1-benzofuran-2-ylmethyl)-3-O-methoxymethylmedicarpin 
• 20879-02-1 (3S)-2'-hydroxy-4',7-dimethoxyisoflavan 
• 56866-29-6 (3S)-7-hydroxy-2',4'-dimethoxyisoflavan 
• 95541-68-7 (3S)-2'-benzyloxy-7-hydroxy-4'-methoxyisoflavan 
• 95541-51-8 (S)-3-{2-Hydroxy-5-[(3R,4S)-3-(2-hydroxy-4-methoxy-phenyl)-7-methoxy-chroman-4-yl]-4-methoxy-phenyl}-chroman-7-ol 

Relevant articles and documents

MEDICARPIN, ITS DERIVATIVES, MANUFACTURING METHOD THEREOF

A compound and a method thereof are provided. The compound of the invention has formula I shown below. Each variable in formula I and manufacturing method are defined in the specification. The invention also provides a method for treating organ dysfunction.

A general asymmetric route to enantio-enriched isoflavanes via an organocatalytic annulation of o-quinone methides and aldehydes

Reported herein is a general approach to optically active isoflavanes based on a chiral amine-catalyzed [4 + 2] asymmetric annulation of o-quinone methides and aldehydes. A number of naturally occurring isoflavanes, including equol, sativan, isosativan, v

Total Synthesis of (+)-Medicarpin

(+)-Medicarpin has been synthesized asymmetrically for the first time in a linear scalable process with an overall yield of 11%. The two chiral centers were constructed in one step via condensation using a chiral oxazolidinone auxiliary. This method will likely accelerate research on medicarpin as an erythropoietin inducer for erythropoietin-deficient diseases.

Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans

A convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi-preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9-demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD calculations. (-)-Medicarpin and (-)-9-demethoxymedicarpin are both 6aR,11aR-configured, and consequently the corresponding enantiomers, (+)-medicarpin and (+)-9-demethoxymedicarpin, possess the 6aS,11aS-configuration. A comparative mechanism study for osteogenic (bone forming) activity of medicarpin (racemic versus enantiomerically pure material) revealed that (+)-(6aS,11aS)-medicarpin (6a) significantly increased the bone morphogenetic protein-2 (BMP2) expression and the level of the bone-specific transcription factor Runx-2 mRNA, while the effect was opposite for the other enantiomer, (-)-(6aR,11aR)-medicarpin (6a), and for the racemate, (±)-medicarpin, the combined effect of both the enantiomers on transcription levels was observed. The Royal Society of Chemistry 2012.