495-19-2

Basic information

• Product Name: GUVACOLINE, HYDROBROMIDE
• Synonyms: GUVACINE METHYL ESTER, HYDROBROMIDE;GUVACOLINE, HYDROBROMIDE;NORARECOLINE;Norarecoline, Guvacine Methyl Ester, Hydrobromide,;1,2,5,6-Tetrahydro-3-pyridinecarboxylic acid methyl ester;1,2,3,6-tetrahydropyridine-5-carboxylic acid methyl ester;methyl 1,2,3,6-tetrahydropyridine-5-carboxylate;3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-, Methyl ester
• CAS NO: 495-19-2
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 222.08
• Product Categories: Nicotine Derivatives
• Mol File: 495-19-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 144°C
• Boiling Point: 209.1°Cat760mmHg
• Flash Point: 80.2°C
• Appearance: /
• Density: 1.074g/cm³
• Vapor Pressure: 0.207mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: GUVACOLINE, HYDROBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: GUVACOLINE, HYDROBROMIDE(495-19-2)
• EPA Substance Registry System: GUVACOLINE, HYDROBROMIDE(495-19-2)

Safety Data

• Hazardous Substances Data: 495-19-2(Hazardous Substances Data)

Usage

Description

GUVACOLINE, HYDROBROMIDE is a crystalline solid that is the methyl ester of guvacine, a compound derived from the plant source. It is characterized by its unique chemical properties and has potential applications in various fields due to its distinct structure and properties.

Uses

Used in Pharmaceutical Industry:
GUVACOLINE, HYDROBROMIDE is used as a compound for the identification of muscarinic receptors. Its unique structure allows it to serve as a useful tool in the study and understanding of these receptors, which play a crucial role in various physiological processes.
Used in Chemical Research:
As a crystalline solid, GUVACOLINE, HYDROBROMIDE can be utilized in chemical research for the synthesis of other compounds or for studying its properties and interactions with other molecules. This can contribute to the development of new drugs or materials with specific applications.
Used in Drug Development:
GUVACOLINE, HYDROBROMIDE may also have potential applications in drug development, particularly in the design and synthesis of new pharmaceutical compounds. Its unique structure and properties can be exploited to create novel drugs with specific therapeutic effects.

InChI:InChI=1/C7H11NO2/c1-10-7(9)6-3-2-4-8-5-6/h3,8H,2,4-5H2,1H3

Upstream product

• 121743-04-2 2-methoxycarbonylpenta-2,4-dienylamine 
• 851292-43-8 N-Fmoc-guvacine 
• 92600-27-6 1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate 
• 63-75-2 arecoline 
• 67-56-1 methanol 
• 300-08-3 arecoline hydrobromide 

Downstream Products

• 138155-25-6 Methyl 1-[[1-[(3,4-dichlorophenyl)acetyl]-2-piperidinyl]methyl]-1,2,5,6-tetrahydro-3-pyridinecarboxylate fumarate 
• 1234835-92-7 5-hydroxymethyl-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine 
• 309748-80-9 (R)-tert-butyl 3-(phenylcarbamoyl)piperidine-1-carboxylate 

Relevant articles and documents

Synthesis of the ABC ring system of manzamine A.

A synthesis of the core ABC ring system of the manzamine alkaloids is described, starting from arecoline. The key steps involve a Claisen rearrangement to set up a 4-substituted-3-methylenepiperidine and a stereoselective azomethine ylide dipolar cycloaddition reaction. Condensation of the aldehyde 6 and sarcosine ethyl ester hydrochloride salt gives an intermediate azomethine ylide, which undergoes an intramolecular cycloaddition reaction to set up two new rings and three new chiral centers stereoselectively. The aldehyde 6 was not a suitable substrate for related azomethine ylide cycloaddition reactions with other amines. However, the related dimethyl acetal 26 could be condensed with a variety of amines to give the desired tricyclic products. The cycloaddition reaction with N-methyl or N-allyl glycine ethyl ester gave almost exclusively the exo adduct, whereas cycloaddition with glycine ethyl ester gave the endo adduct.

Collective total synthesis of tetracyclic diquinane lycopodium alkaloids (+)-paniculatine, (-)-magellanine, (+)-magellaninone and analogues thereof

The collective total synthesis of tetracyclic diquinane Lycopodium alkaloids, (+)-paniculatine, (-)-magellanine, (+)-magellaninone, and two analogues (-)-13-epi-paniculatine and (+)-3-hydroxyl-13-dehydro-paniculatine, has been accomplished. By logic-guide

Synthesis of 3-azabicyclo [4.1.0]heptane-1-carboxylic acid

A full study on the synthesis of 3-azabicyclo[4.1.0]heptane-1-carboxylic acid is described.Three different approaches were investigated in order to achieve an efficient synthesis of this unnatural aminoacid.The optimized synthetic route relies upon three key steps: (i) diazomalonate insertion on 4-phtalimido 1-butene, (ii) intramolecular cyclization and (iii) chemoselective reduction of the resulting lactam.Due to its bicyclic nature and conformational constraints, this aminoacid may be an useful building block in medicinal chemistry.