Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Nicotine salt with m eta-salicylic acid

A technology of salicylic acid and nicotine salt, applied in the fields of nicotine interruption control, condensed nicotine aerosol, aerosol nicotine delivery device, nicotine m-salicylate, and thin film of nicotine m-salicylate

Active Publication Date: 2016-04-27
ALEXZA PHARMA INC
View PDF9 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, the known devices and methods are not particularly suitable for the preparation of nicotine aerosols using liquid medicines

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Nicotine salt with m eta-salicylic acid
  • Nicotine salt with m eta-salicylic acid
  • Nicotine salt with m eta-salicylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0211] Synthesis of nicotine m-salicylate: 1.385 g m-salicylic acid (Sigma Aldrich) was dissolved in 25 ml ethanol. 1.62 g of nicotine was added dropwise at room temperature and mixed well for about 30 minutes. The solution was rotevaporated slowly to reduce the volume to about 10ml. Then 5 ml of ethyl acetate was added and stirred for 3-5 minutes. The solution was placed on dry ice for about 1.5 hours, which resulted in a viscous solid mass. After the solvent was evaporated, 20 mL of ethanol was added to dissolve the sticky solid, which was then evaporated. Such recrystallization for purification of crystals is well known in the art. A crystalline solid remained in the flask. The powder was removed from the flask and dried in a vacuum oven at 40°C. 2.6 g were recovered (about 87% yield). The melting point of the solid is 125°C.

Embodiment 2

[0213] Synthesis of nicotine m-salicylate: liquid nicotine (AlfaAesar, batch #10150504, 99% purity) and m-salicylic acid (3-hydroxybenzoic acid, SigmaAldrich, batch #STBB7747, 99% purity) were prepared in 1 A :1 nicotine:acid ratio is used to synthesize nicotine m-salicylate. The following synthetic route gives a typical yield of 60-70% and a purity of 99.7%.

[0214] Sample synthesis:

[0215] 1. Dissolve 0.03 molar meta-salicylic acid (-4.16 g) in 65 ml ethanol (200 proof) and mix well for about 20 minutes.

[0216] 2. Add 0.03 molar liquid nicotine (-4.86 g) dropwise to the above solution and mix on a stir plate for 30-40 minutes with periodic shaking. Seed crystals of nicotine m-salicylate were then added and the solution was stirred for an additional 40 minutes and then placed on dry ice for about 40 minutes.

[0217] 3. Filter and wash nicotine m-salicylate with 100% acetone and air dry for ~20 minutes; to homogenize the salt, use a mortar and pestle, then dry the sal...

Embodiment 3

[0220] API evaluation:

[0221]Nicotine m-salicylate raw material (API) was characterized using various analytical methods. The result proves that the synthesized nicotine m-salicylate has high purity.

[0222] A typical calorimetric scan of nicotine m-salicylate powder is shown in figure 2 middle. The melting point is 125°C. The powders were subjected to thermogravimetric analysis in both scanning and isothermal modes. Figure 7 Displays scan data from room temperature to 500°C. It is noteworthy that the flat baseline was approximately (actually, slightly below) 0%, indicating that little or no residue was left. Weighing the pans before and after external equilibration left only ~0.2%. This result suggests minimal carbonization of the acid after exposure to high temperature. Isothermal data were also obtained for API powder (-10 mg per run) at 40°C, 50°C, and 60°C over a period of at least 3 days. In all cases, the mass change was essentially a linear decrease with t...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Thicknessaaaaaaaaaa
Thicknessaaaaaaaaaa
Melting pointaaaaaaaaaa
Login to View More

Abstract

The present disclosure relates generally to the field of nicotine delivery. The disclosure teaches a nicotine meta-salicylate. More specifically, the disclosure teaches a condensation nicotine aerosol where nicotine meta-salicylate is vaporized. This disclosure relates to aerosol nicotine delivery devices. The delivery devices can be activated by actuation mechanisms to vaporize thin films comprising a nicotine meta-salicylate. More particularly, this disclosure relates to thin films of nicotine salt with meta salicylic acid for the treatment of nicotine craving and for effecting smoking cessation.

Description

[0001] related application [0002] This application claims priority to US Provisional Application Serial No. 61 / 845,333, filed July 11, 2013, entitled "Nicotine Salt with Meta-Salicylic Acid" by Myers. This application claims priority to U.S. Provisional Application Serial No. 62 / 020,766, filed July 3, 2014, entitled "Drug Delivery and Cessation System, Apparatus, and Method," by Cassella. The entire entire disclosure content thereof is hereby incorporated by reference. Any waiver incurred during the prosecution of the above application is expressly revoked and reconsideration of all related art is kindly requested. technical field [0003] The present invention relates generally to the field of nicotine delivery. The present invention teaches nicotine m-salicylate. More specifically, the present invention teaches condensed nicotine aerosols in which nicotine m-salicylate is vaporized. The present invention relates to aerosol nicotine delivery devices. The delivery devic...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A61K9/00A61M15/06F24J1/00A24F40/20A24F40/46F24V30/00
CPCA61M15/0081A61M15/0083A61K9/0004A61K9/007A61K31/465A61K31/60A61M11/041A61M15/0065A61M15/06C07D401/04A61K2300/00A61K9/7007A61M11/001A61M15/002A61M5/00A61M35/00A61M2016/0015A61M2205/276A61M2205/3368A61M2205/3553A61M2205/3569A61M2205/3584A61M2205/3592A61M2205/364A61M2205/3653A61M2205/368A61M2205/52A61M2205/8206A61M2209/06A61M2230/06A61M2230/205A61M2230/30A61M2230/42A61M11/042A61M11/047A61M15/0066A24B15/167C07C2601/16A61M31/00A61P25/34A24F40/46A24F40/20A61M2230/005A61M37/00C07C63/08H05B1/025A61M2205/3576A61M2205/50C07C65/10
Inventor D·J·迈尔斯J·卡塞拉
Owner ALEXZA PHARMA INC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com