Skin-marking compositions and devices, and their use

• US 4,610,806 A
• Filed: 12/12/1985
• Issued: 09/09/1986
• Est. Priority Date: 10/19/1982
• Status: Expired due to Fees

• Current Assignee: Gerald M. Rosen
• Original Assignee: Gerald M. Rosen
• Inventors: Rosen, Gerald M.
• Primary Examiner(s): NOT, DEFINED
• Application Number:
  US06/807,931
• Time in Patent Office: 271 Days
• Field of Search: 424/7.1, 424/9, 436/86, 436/90, 436/172, 514/453, 252/301.16, 106/19, 106/20, 106/21, 106/22, 106/23, 401/198, 109/25
• US Class Current: 252/301.16
• CPC Class Codes: A61B 2090/395 with marking agent for marking skin or other tissue
• CPC Class Codes: C09D 11/50 Sympathetic, colour changing or similar inks
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: G01N 33/50 Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing measuring or testing processes involving enzymes or microorganisms, compositions or test papers therefor; processes for forming such compositions, condition responsive control in microbiological or enzymological processes C12Q

Abstract

Fluorescamine or like compounds react with the epidermis when applied to the skin and form, within about 15 to 30 minutes after application to the skin, a long-lasting reaction product, which is invisible in ordinary light but which fluoresces intensely under ultraviolet light. Such markings resist removal by abrasion and repeated washings. Organic solutions of such compounds, preferably containing a fugitive dyestuff or pigment and used as the marking fluid of a conventional felt-tipped pen, can be used to mark skin for radiological or diagnostic purposes. Inanimate objects can be coated with these compounds to detect human contact therewith.

Claims

1. A skin-marking composition adapted for temporarily identifying a defined area of the epidermis under visible light and rendering the area fluorescent for a prolonged period of time under ultraviolet light, comprising a non-fluorescing dermatologically acceptable solution of (a) a fugitive dye or pigment and (b) a skin fluorescingly effective amount of a furanone of the formula ##STR7## wherein R₁ is lower alkoxy or phenyl lower alkoxy and R₂ is ##STR8## or, R₁ and R₂ collectively are ##STR9## wherein R in each instance is hydrogen or one or more of halogen, lower alkyl, trifluoromethyl, lower alkoxy, nitro, cyano, carboxy or carboxy lower alkyl, and R₃ is lower alkyl, phenyl lower alkyl or aryl, in a liquid vehicle in which the furanone compound is stable.

2. The skin-marking composition according to claim 1, wherein the furanone is fluorescamine.

3. The skin-marking composition according to claim 1, wherein the liquid medium is selected from the group consisting of monohydric alkanols of one to four carbon atoms, acetone, ethyl acetate, dimethylformamide and dimethylsulfoxide.

4. The skin-marking composition according to claim 2, wherein the liquid medium is selected from the group consisting of monohydric alkanols of one to four carbon atoms, acetone, ethyl acetate, dimethylformamide and dimethylsulfoxide.

5. The skin-marking composition according to claim 2, wherein the liquid comprises ethanol.

6. In a marking device having a housing, a fluid reservoir in the housiong containing a marking fluid, and a marking tip in communication with the fluid in the reservoir, the improvement wherein the marking fluid is a nonfluorescing dermatologically acceptable solution of a skin fluorescingly effect amount of a furanone of the formula ##STR10## wherein R₁ is lower alkoxy or phenyl lower alkoxy and R₂ is ##STR11## or, R₁ and R₂ collectively are ##STR12## wherein R in each instance is hydrogen or one or more of halogen, lower alkyl, trifluoromethyl, lower alkoxy, nitro, cyano, carboxy or carboxy lower alkyl, and R₃ is lower alkyl, phenyl lower alkyl or aryl, in a liquid medium in which the furanone compound is stable.

7. The marking device according to claim 6, wherein the furanone is fluorescamine.

8. The marking device according to claim 6 in which the marking composition further comprises a visibly-effective concentration of a fugitive dye or pigment.

9. A method for indetectably rendering human contact with an inanimate object detectable which comprises applying to a surface of the object, a fluorogenically-effective amount of a furanone of the formula ##STR13## wherein R₁ is lower alkoxy or phenyl lower alkoxy and R₂ is ##STR14## or, R₁ and R₂ collectively are ##STR15## wherein R is each instance is a hydrogen or one or more of halogen, lower alkyl, trifluoromethyl, lower alkoxy, nitro, cyano, carboxy or carboxy lower alkyl, and R₃ is lower alkyl, phenyl lower alkyl or aryl, thereby rendering the portion of the skin of any person who contacts the thus-treated object fluorescent under ultraviolet light for a period of up to about 21 days.

10. A method according to claim 9, wherein the furanone is applied as a solution in an organic solvent.

11. A method according to claim 9, wherein the furanone compound is fluorescamine.