280-05-7

Basic information

• Product Name: pseudohyoscyamine
• Synonyms: norhyoscyamine;pseudohyoscyamine;nortropane;8-Azabicyclo[3.2.1]octane;8-azabicyclo[3.2.1]octane hydrochloride
• CAS NO: 280-05-7
• Molecular Formula: C₇H₁₃N
• Molecular Weight: 111.18
• Mol File: 280-05-7.mol

Chemical Properties

• Melting Point: 307-309 °C
• Boiling Point: 169.9°C at 760 mmHg
• Flash Point: 48.2°C
• Appearance: /
• Density: 0.934g/cm³
• Vapor Pressure: 1.5mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: 2-8°C
• PKA: pKa 10.28(H2O,t =21±2,Iundefined) (Uncertain)
• CAS DataBase Reference: pseudohyoscyamine(CAS DataBase Reference)
• NIST Chemistry Reference: pseudohyoscyamine(280-05-7)
• EPA Substance Registry System: pseudohyoscyamine(280-05-7)

Safety Data

• Hazardous Substances Data: 280-05-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Pseudohyoscyamine is used as a pharmaceutical compound for its antispasmodic, sedative, and anticholinergic properties. It is particularly effective in treating gastrointestinal disorders, such as irritable bowel syndrome and peptic ulcers, by reducing smooth muscle spasms and secretion of gastric acid.
Used in Cosmetic Industry:
In the cosmetic industry, pseudohyoscyamine is used as an active ingredient in anti-aging and skin care products. Its anti-inflammatory and anticholinergic properties help to reduce wrinkles, improve skin elasticity, and provide a tightening effect on the skin.
Used in Chemical Synthesis:
Pseudohyoscyamine is used as a reactant in the preparation of enantiomerically pure pseudohyoscyamine derivatives. These derivatives have potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science, due to their unique stereochemistry and biological activities.
Used in Drug Delivery Systems:
Similar to gallotannin, pseudohyoscyamine can also be incorporated into drug delivery systems to enhance its bioavailability, targeting, and therapeutic efficacy. Nanoparticle-based drug delivery systems, such as liposomes, polymeric nanoparticles, and metallic nanoparticles, can be employed to improve the delivery of pseudohyoscyamine to specific tissues or cells, thereby increasing its therapeutic potential and reducing side effects.

InChI:InChI=1/C7H13N/c1-2-6-4-5-7(3-1)8-6/h6-8H,1-5H2

Upstream product

• 529-17-9 tropane 
• 823-42-7 tropane; hydrochloride 
• 538-09-0 nortropine 
• 120-29-6 3-tropanol 
• 19079-79-9 8-benzyl-8-azabicyclo[3.2.1]octane 
• 10034-85-2 hydrogen iodide 
• 876938-53-3 Cyclohepta-1,3-diene 
• 146309-04-8 6-Oxa-7-aza-bicyclo[3.2.2]non-8-ene-7-carboxylic acid benzyl ester 
• 95687-88-0 N-benzoyl-8-oxa-9-azabicyclo<3.2.2>non-6-ene 
• 113340-10-6 trans-1-(benzylamino)-4-chlorocycloheptane HCl 
• 50893-53-3 carbonochloridic acid 1-chloro-ethyl ester 
• 1005389-51-4 C₉H₁₅NO₂ 
• 95687-90-4 cis-4-(benzoylamino)-2-cycloheptenol 
• 95687-91-5 cis-4-(benzoylamino)cycloheptanol 

Downstream Products

• 90949-55-6 2-nortropan-8-yl-ethanol 
• 74327-95-0 N-chloronortropane 
• 100-71-0 2-Ethylpyridine 
• 870889-35-3 4-(8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile 
• 850040-13-0 4-(8-Aza-bicyclo[3.2.1]oct-8-yl)-phenylamine 
• 41851-67-6 N-hydroxynortropane 
• 38824-17-8 8-azabicyclo[3.2.1]octane-N-oxyl 
• 1225568-08-0 C₁₄H₁₈N₂O₃ 
• 1225568-46-6 C₁₁H₁₅NS 
• 1225568-44-4 C₂₂H₁₇N₃O 

Relevant articles and documents

O-benzoylhydroxylamines as alkyl nitrene precursors: Synthesis of saturated N-heterocycles from primary amines

We introduce O-benzoylhydroxylamines as competent alkyl nitrene precursors. The combination of readily available, stable substrates and a proficient rhodium catalyst provides a straightforward means for the construction of various pyrrolidine rings from the corresponding primary amines. Preliminary mechanistic investigation suggests that the structure of the nitrene precursor plays a role in determining the nature of the resulting reactive intermediate.

Efficient oxidation of alcohols electrochemically mediated by azabicyclo-N-oxyls

Preparation of azabicyclo-N-oxyls and the electrochemical oxidation of alcohols using them as mediators have been exploited. This oxidation was applicable to a transformation of sterically hindered secondary alcohols into the corresponding ketones in high yields.

Novel amides useful for treating pain

The present invention relates to compounds of formula (I-VII) or a pharmaceutically acceptable salt or prodrug thereof, in which A, L, R6, R7 and R8 are defined herein. The present invention also relates to methods of trating pain using these compounds and pharmaceutical compositions including these compounds.

Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor

Compounds of formula (I) are novel VR1 antagonists that are useful in treating pain, inflammatory thermal hyperalgesia, urinary incontinence and bladder overactivity, wherein X1, X2, X3, X4, X5, R5, R6, R7, R8a, R8b, R9, Z1, Z2 and L are as defined in the description.

Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-II receptor antagonists

The present invention relates to urotensin II receptor antagonists, pharmaceutical compositions containing them and their use.

Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor

Compounds of formula (I) are novel VR1 antagonists that are useful in treating pain, inflammatory thermal hyperalgesia, urinary incontinence and bladder overactivity.

Piperadinyl-substituted pyridylalkane, alkene and alkine carboxamides

The invention relates to new piperidinyl-substituted pyridyl carboxamides of the general formula (I), wherein the structure element E has meanings (E1) or (E2) and whereby the heterocyclic ring can optionally have a double bond. These substances have especially high cytostatic activities and pronounced immunosuppressive properties which make them suitable for therapeutic treatment in broad tumor spectrum.

Synthetic Approaches to Nortropanes and Nortrop-6-enes; Intramolecular Displacement by Nitrogen in 7-Membered Rings

The synthesis of simple nortropane and nortrop-6-ene derivatives from cyclohepta-1,3-diene is described.The key intermediates are trans-1-amino-4-chloro-cycloheptanes and -cyclohept-2-enes which are derived efficiently from the corresponding cis-amino-alcohols and undergo intramolecular cyclisation.Corresponding derivatisation of cyclohexa- and cycloocta-1,3-dienes is explored and attempts to achieve Pd-catalysed cyclisation of 1-amino-4-acetoxy-derivatives is described.Nitrogen inversion data for selected nortropane derivatives are included. Key Words: nortropanes/enes; 1,4-disubstitute cyclohexanes, cycloheptanes, cyclooctanes and -enes; intramolecular cyclisation; slow nitrogen inversion.

SPIRO-ISOXAZOLIDINE DERIVATIVES AS CHOLINERGIC AGENTS

Compounds of general formula I, STR1 wherein: A represents (CH. sub.2) m optionally substituted by R 3,B represents (CH. sub.2) n optionally substituted by R 4, R. sub.1 represents hydrogen, C 1-C 6 alkyl, C 1-6 alkenyl or C 1-6 alkynyl, R 2 represents hydrogen, C 1-C 6 alkyl or COOR 5, in which R 5 represents C 1-C 6 alkyl,R 3 and R. sub.4 independently represent hydrogen or C 1-C 6 alkyl, in addition, any two of R. sub.2, R 3 and R 4 may together form a C 1-3 alkylene chain,n and m independently represent an integer from 1-3 inclusive,Y represents O or S,and pharmaceutically acceptable acid addition salts thereof are useful as pharmaceuticals, in particular as central muscarinic acetylcholine receptor agonists. The compounds are therefore useful in the treatment of diseases such as presenile and senile dementia, Huntington's chorea, tardive dyskinesia, hyperkinesia, mania and Tourette Syndrome.

A SIMPLE APPROACH TO NORTROPANE AND NORTROP-6-ENE DERIVATES

Intramolecular cyclisation of trans-1-(benzylamino)-4-chlorocycloheptane and hept-2-ene gives the corresponding 8-azabicyclo(3.2.1)octane (nortropane) and -oct-6-ene (nortrop-6-ene) derivatives respectively.Under appropriate conditions, cyclohept-1,3-diene is converted into nortropane in 75percent overall yield.