Production Method 1

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 2

65-85-0

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
1.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
2.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 3

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol ;  20 min, 0 °C
1.2 Reagents: Sodium chloride Solvents: Water ;  2 min
2.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
2.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
3.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 4

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 300 - 900 °C
2.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
2.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
3.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 5

33302-94-2

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: Sodium periodate Solvents: Water ;  10 min, rt
2.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Acetonitrile ;  17 h, 65 °C
3.1 Reagents: Sodium borohydride Solvents: Methanol ;  20 min, 0 °C
3.2 Reagents: Sodium chloride Solvents: Water ;  2 min
4.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
4.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
5.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 6

34034-36-1

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Acetonitrile ;  17 h, 65 °C
2.1 Reagents: Sodium borohydride Solvents: Methanol ;  20 min, 0 °C
2.2 Reagents: Sodium chloride Solvents: Water ;  2 min
3.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
3.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
4.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 7

116-53-0

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
1.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
2.1 300 - 900 °C
3.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
3.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
4.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

Production Method 8

66-84-2

105-45-3

51-67-2

116-53-0

4518-10-9

868-57-5

934-60-1

23950-04-1

13231-81-7

79491-14-8

83647-42-1

20282-39-7

18358-63-9

81863-45-8

Reaction Conditions

1.1 Reagents: Sodium bicarbonate Solvents: Water ;  24 h, rt
2.1 Reagents: Sodium periodate Solvents: Water ;  10 min, rt
3.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Acetonitrile ;  17 h, 65 °C
4.1 Reagents: Sodium borohydride Solvents: Methanol ;  20 min, 0 °C
4.2 Reagents: Sodium chloride Solvents: Water ;  2 min
5.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Solvents: Dichloromethane ;  1 h, rt
5.2 Catalysts: 4-(Dimethylamino)pyridine ;  24 h, rt
6.1 300 - 900 °C

Reference

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

Fan, Wenpeng ; et al, Journal of Heterocyclic Chemistry, 2022, 59(8), 1397-1406

p-Tyramine Raw materials

• 2-Methylbutanoic acid
• methyl 5-formyl-2-methyl-1H-pyrrole-3-carboxylate
• Benzoic acid
• 1H-Pyrrole-3-carboxylic acid, 2-methyl-5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-, methyl ester
• Glucosamine hydrochloride
• methyl 3-oxobutanoate

p-Tyramine Preparation Products

• 2-Methylbutanoic acid (116-53-0)
• Methyl 3-aminobenzoate (4518-10-9)
• p-Tyramine (51-67-2)
• DL-2-Methylbutyric Acid Methyl Ester (868-57-5)
• 6-Methylpicolinic acid (934-60-1)
• o-Nicotine (23950-04-1)
• 3-Methyl-1-hexanol (13231-81-7)
• 1H-Pyrrole-3-propanoic acid, 4-acetyl-5-methyl-, methyl ester (79491-14-8)
• 3-Amino-2-methyl-benzyl Alcohol (83647-42-1)
• 2,5-dimethyl-1-propyl-1H-pyrrole (20282-39-7)
• Methyl 4-(methylamino)benzoate (18358-63-9)
• (3-Amino-4-methylphenyl)methanol (81863-45-8)

• 1. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
  Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
• 2. Alternative donor substrates for inverting and retaining glycosyltransferases?
  Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
• 3. An analysis of the WTC fires using CIB correlations and simple modeling
  JGQuintiere
• 4. Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties
  Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068
• 5. An aptasensor for the detection of ampicillin in milk using a personal glucose meter
  Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenethylamines
• Natural Products and Extracts Plant Extracts Plant based Liparia splendens
• Natural Products and Extracts Plant Extracts Plant based Liparia parva
• Natural Products and Extracts Plant Extracts Plant based Bossiaea webbii
• Natural Products and Extracts Plant Extracts Plant based Bossiaea walkeri
• Natural Products and Extracts Plant Extracts Plant based Bossiaea rosmarinifolia
• Natural Products and Extracts Plant Extracts Plant based Bossiaea pulchella
• Natural Products and Extracts Plant Extracts Plant based Bossiaea ensata
• Natural Products and Extracts Plant Extracts Plant based Bossiaea concinna
• Natural Products and Extracts Plant Extracts Plant based Bossiaea aquifolium
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

Introduction to p-Tyramine (CAS No. 51-67-2)

p-Tyramine, a derivative of tyrosine, is a compound of significant interest in the field of pharmaceutical chemistry and biochemistry. With the CAS number 51-67-2, this molecule has garnered attention for its diverse applications and biological interactions. This article provides a comprehensive overview of p-Tyramine, its chemical properties, biological significance, and recent advancements in research.

The molecular structure of p-Tyramine consists of a phenethylamine backbone with a hydroxyl group at the para position relative to the amino group. This structural feature contributes to its unique reactivity and interaction with various biological systems. As a key intermediate in the synthesis of neurotransmitters and pharmacologically active compounds, p-Tyramine plays a pivotal role in both central and peripheral nervous systems.

In recent years, significant research has focused on the pharmacological potential of p-Tyramine. Studies have demonstrated its involvement in the modulation of monoamine neurotransmitter systems, particularly dopamine and norepinephrine. These neurotransmitters are crucial for regulating mood, arousal, and cognitive functions. The ability of p-Tyramine to influence these systems has made it a subject of interest in the development of drugs targeting neurological disorders such as depression, anxiety, and attention deficit hyperactivity disorder (ADHD).

One of the most compelling areas of research involving p-Tyramine is its role in dietary supplements and nutraceuticals. It has been suggested that p-Tyramine can enhance the release of neurotransmitters, thereby improving cognitive performance and mental focus. This has led to its inclusion in various nootropic formulations aimed at enhancing brain function. However, it is important to note that the efficacy and safety of such supplements are still subjects of ongoing research and debate.

The chemical properties of p-Tyramine also make it a valuable tool in synthetic chemistry. Its reactivity allows for the facile introduction of various functional groups, making it a versatile building block for more complex molecules. In particular, its ability to participate in oxidative coupling reactions has been exploited in the synthesis of polyphenolic compounds with potential therapeutic applications.

Recent advancements in mass spectrometry and chromatographic techniques have enhanced our ability to study the metabolism and pharmacokinetics of p-Tyramine. These techniques have revealed insights into how p-Tyramine is processed within the body, including its absorption, distribution, metabolism, and excretion (ADME) profiles. Such information is crucial for optimizing drug formulations and understanding potential side effects.

The biological significance of p-Tyramine extends beyond its role as a neurotransmitter precursor. It has been implicated in various cellular signaling pathways, including those involved in inflammation and oxidative stress. Research has shown that p-Tyramine can modulate the activity of enzymes such as monoamine oxidase (MAO), which are critical for regulating neurotransmitter levels. Dysregulation of these enzymes has been associated with several neurological disorders.

In conclusion, p-Tyramine (CAS No. 51-67-2) is a multifaceted compound with broad implications in pharmaceutical chemistry and biochemistry. Its unique chemical structure and biological interactions make it a valuable candidate for further research into neurological disorders, cognitive enhancement, and synthetic applications. As our understanding of its mechanisms continues to evolve, so too will its potential applications in medicine and biotechnology.

• 62722-95-6(Phenol, 4-(2-aminoethyl)-, hydrate (2:1))
• 3458-98-8(3-(2-Aminoethyl)phenol hydrochloride)
• 6793-91-5(4-(2-Amino(114C)ethyl)phenol;hydrochloride)
• 60-19-5(Tyramine hydrochloride)
• 588-05-6(m-Tyramine)
• 370-98-9(N-Methyl-p-tyramine)
• 757153-78-9(Phenol,4-[(1S)-2-amino-1-methylethyl]-)
• 70097-41-5(dopamine, [7-3h(n)])
• 80787-62-8(hydroxyphenylethylamine hydrochloride, [1-14c])
• 88466-19-7(Phenoxy, 4-(2-aminoethyl)-2-hydroxy-)