US3410277A - Tobacco having an oxadiazole additive - Google Patents

Tobacco having an oxadiazole additive Download PDF

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Publication number
US3410277A
US3410277A US571419A US57141966A US3410277A US 3410277 A US3410277 A US 3410277A US 571419 A US571419 A US 571419A US 57141966 A US57141966 A US 57141966A US 3410277 A US3410277 A US 3410277A
Authority
US
United States
Prior art keywords
tobacco
oxadiazole
additive
cigarettes
smoking
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US571419A
Other languages
English (en)
Inventor
Dalhamn Tore
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
P Lorillard Co
Original Assignee
P Lorillard Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by P Lorillard Co filed Critical P Lorillard Co
Priority to US571419A priority Critical patent/US3410277A/en
Priority to DK500466AA priority patent/DK130672B/da
Priority to NL666614007A priority patent/NL147026B/xx
Priority to SE13454/66A priority patent/SE340776B/xx
Priority to DE19661692925 priority patent/DE1692925B1/de
Priority to CH1634266A priority patent/CH460619A/fr
Priority to FR87765A priority patent/FR1505760A/fr
Priority to GB57652/66A priority patent/GB1173770A/en
Priority to BE696935D priority patent/BE696935A/xx
Application granted granted Critical
Publication of US3410277A publication Critical patent/US3410277A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/38—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
    • A24B15/385—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom in a five-membered ring
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring

Definitions

  • the mucous membranes of the trachea and bronchea are covered with minute hairs known as cilia which rhythmically beat upwardly away from the lungs. These cilia trap inhaled foreign particles and by means of their motion raise them to the pharynx.
  • tobacco smoke inhibits the activity of the ciliated, mucous-secreting epithelium tissues of the respiratory tract of experimental animals.
  • particles such as tobacco tar particles, pass by the less active or quiescent cilia and collect and accumulate in the lungs and others of the respiratory tract.
  • Oxadiazoles useful in the present invention have the formula wherein X is hydrogen, a halogen or a lower alkyl having from one to four carbon atoms and R is an amino radical of the formula (CH NR R wherein n is from O to 4, and R and R are-alkyl or alkylol radicals having from 1 to 4 carbon atoms.
  • the oxadiazoles of the present invention are used in the forms of their neutral addition salts with pharmacologically innocuous acids.
  • Preferred acids are organic compounds such as citric, acetic, tartaric, gluconic, etc.
  • Other pharmaceutically acceptable acids which may be used include the strong mineral acids such as sulphuric acid, hydrochloric acid, hydrobromic acid and methanesulphonic acid. It will be understood, of course, that the foregoing pharmacologically acceptable acids are representative only of those which can be used within the scope of the present invention.
  • Tobacco is treated in accordance with the present invention by applying a solution of a salt of one of the above-described oxadiazoles to the tobacco leaf after it has been dried and converted from fresh green leaf into smoking tobacco.
  • the treated tobacco may contain from about 1% to about by weight of the oxadiazole. Preferably, about 3% to 8% thereof is employed.
  • the solution from which the oxadiazole is applied may be either aqueous or organic. Alcoholic solutions, such as methanol, ethanol or propanol are particularly preferred since these solvents are volatile and can be readily removed after application of the oxadiazole.
  • a typical tobacco is prepared by adding 5% by weight of 3-phenyl-5-diethylaminoethyl- 1,2,4-oxadiazole citrate to a commercial blend of cigarette tobacco.
  • the material was added to the tobacco as a saturated methanol solution. After evaporation of the methanol under ambient conditions, the tobacco was stored until it was equilibrated to the proper moisture content. Thereafter cigarettes were prepared with the usual manufacturing machinery. Filter and non-filter mm. sample cigarettes were prepared, as well as control cigarettes of similar construction from tobacco to which no oxadiazole had been added.
  • Tests were performed to measure the anticiliastatic effect of the oxadiazole which had been added to the cigarettes. These tests were performed as described in the paper by Dalhamn entitled A Method for Studying the Effect of Gases and Dusts on Ciliary Activity in Living Animals, appearing in Inhaled Particles and Vapour, Pergamon Press 1961.
  • the tests were carried out by performing a tracheotomy on anaesthized cats.
  • An aperture was placed in the trachea and enclosed by a diaphragm by means of which a microscope lens could be mounted to observe the ciliary movement within the trachea.
  • the microscope was adapted to take motion pictures of the ciliary activity.
  • the cat was placed in a respirator thereby to control breathing to an even rate, and the cat was then exposed to periodic inhalations of cigarette smoke (one inhalation in every four breaths).
  • periodic inhalations of cigarette smoke one inhalation in every four breaths.
  • a statistical treatment of the foregoing data shows that the decrease in the ciliastatic effect of tobacco caused by treating the tobacco with the oxadiazole compound is highly significant.
  • Results analogous to the foregoing may similarly be obtained by treating tobacco with each of the following oxadiazole compounds at the following level.
  • a smoking tobacco product according to claim 1 wherein said oxadiazole is 3-phenyl-S-diethylaminoethyl- 1,2,4-oxadiazole citrate.

Landscapes

  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Manufacture Of Tobacco Products (AREA)
US571419A 1966-08-10 1966-08-10 Tobacco having an oxadiazole additive Expired - Lifetime US3410277A (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
US571419A US3410277A (en) 1966-08-10 1966-08-10 Tobacco having an oxadiazole additive
DK500466AA DK130672B (da) 1966-08-10 1966-09-27 Røgtobaksprodukt.
NL666614007A NL147026B (nl) 1966-08-10 1966-10-04 Werkwijze voor het verminderen van de schadelijke werking van tabaksrook.
SE13454/66A SE340776B (xx) 1966-08-10 1966-10-05
DE19661692925 DE1692925B1 (de) 1966-08-10 1966-11-09 Tabak und Tabakprodukte mit verminderter ciliastischer Wirkung
CH1634266A CH460619A (fr) 1966-08-10 1966-11-14 Produit à base de tabac à fumer
FR87765A FR1505760A (fr) 1966-08-10 1966-12-16 Nouveaux produits de tabac
GB57652/66A GB1173770A (en) 1966-08-10 1966-12-23 Improvements in Tobacco Products
BE696935D BE696935A (xx) 1966-08-10 1967-04-12

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US571419A US3410277A (en) 1966-08-10 1966-08-10 Tobacco having an oxadiazole additive

Publications (1)

Publication Number Publication Date
US3410277A true US3410277A (en) 1968-11-12

Family

ID=24283626

Family Applications (1)

Application Number Title Priority Date Filing Date
US571419A Expired - Lifetime US3410277A (en) 1966-08-10 1966-08-10 Tobacco having an oxadiazole additive

Country Status (9)

Country Link
US (1) US3410277A (xx)
BE (1) BE696935A (xx)
CH (1) CH460619A (xx)
DE (1) DE1692925B1 (xx)
DK (1) DK130672B (xx)
FR (1) FR1505760A (xx)
GB (1) GB1173770A (xx)
NL (1) NL147026B (xx)
SE (1) SE340776B (xx)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3623490A (en) * 1969-12-15 1971-11-30 Brown & Williamson Tobacco Tobacco-smoke filters

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251365A (en) * 1963-03-04 1966-05-17 Ii Charles H Keith Tobacco smoke filter

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3112755A (en) * 1960-12-19 1963-12-03 Lorillard Co P Tobacco product

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251365A (en) * 1963-03-04 1966-05-17 Ii Charles H Keith Tobacco smoke filter

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3623490A (en) * 1969-12-15 1971-11-30 Brown & Williamson Tobacco Tobacco-smoke filters

Also Published As

Publication number Publication date
SE340776B (xx) 1971-11-29
NL6614007A (xx) 1968-02-12
BE696935A (xx) 1967-09-18
DE1692925B1 (de) 1972-05-25
FR1505760A (fr) 1967-12-15
CH460619A (fr) 1968-07-31
DK130672C (xx) 1975-09-29
GB1173770A (en) 1969-12-10
NL147026B (nl) 1975-09-15
DK130672B (da) 1975-03-24

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