IP Library Granted Patent US 12,295,923
Granted Patent B2
US 12,295,923 · App. 17/418,718 · Granted May 13, 2025

Antimicrobial compositions with 1,2-alkanediols

Inventors: Rajan B. Bodkhe (Woodbury, MN); Ranjani V. Parthasarathy (Woodbury, MN); Matthew T. Scholz (Woodbury, MN); Naimul Karim (Maplewood, MN); Petra L. Kohler Riedi (Minneapolis, MN); Joseph J. Stoffel (Hastings, MN)
Assignee: Solventum Intellectual Properties Company
A61K31/14A61K47/10A61K47/12A61K47/14A61K47/183A61K47/32A61P31/02
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,295,923
App. No.
17/418,718
Granted
May 13, 2025
Kind
B2
Abstract

Compositions including a quaternary amine antiseptic component having a concentration of at least about 0.04% by weight; a poly carboxylic acid chelator having a concentration of at least about 0.05 M and/or an alphahydroxy acid buffer having a concentration of at least about 0.05 M; a (C8-C12) 1,2 alkane diol; and optionally water are provided. The compositions have a pH greater than or equal to 3.5 and less than 5.5 at 23° C. In certain embodiments, water is present in the composition at a greater weight percent than each of the quaternary amine antiseptic component; the polycarboxylic acid chelator, if present; the alphahydroxy acid buffer, if present; and the (C8-C12) 1,2-alkane diol. In certain embodiments, water is present in the composition at a greater weight percent than any other component.

Claims (32)

1. An antiseptic composition, comprising:

a quaternary ammonium antiseptic component present in an amount of at least 0.04% by weight, the quaternary ammonium antiseptic component being a benzalkonium halide;

a polycarboxylic acid chelator of one or more of citric acid and citrate present in a concentration of at least 0.05 M;

a (C8-C12) 1,2 alkane diol; and

water;

wherein the antiseptic composition is characterized by a pH that is greater than or equal to 3.5 and less than 5.5 at 23° C.;

wherein the water is present in the antiseptic composition at a greater weight percent than each of the quaternary ammonium antiseptic component, the polycarboxylic acid chelator, and the (C8-C12) 1,2-alkane diol.

2. The antiseptic composition of claim 1 , wherein the quaternary ammonium antiseptic component is a benzalkonium chloride.

3. The antiseptic composition of claim 1 , further comprising a betahydroxy acid.

4. The antiseptic composition of claim 3 , wherein the betahydroxy acid is selected from the group consisting of betahydroxypropionic acid, salicylic acid, betahydroxybutanoic acid, tropic acid, and trethocanic acid.

5. The antiseptic composition of claim 1 , wherein the quaternary ammonium antiseptic component is present in an amount of up to 1.0% by weight.

6. The antiseptic composition of claim 1 , wherein the polycarboxylic acid chelator is present in an amount of 0.5% to 25% by weight.

7. The antiseptic composition of claim 1 , wherein the (C8-C12) 1,2 alkane diol is present in an amount of 0.05% by weight to 3% by weight.

8. The antiseptic composition of claim 1 , wherein the (C8-C12) 1,2 alkane diol is 1,2-octane diol.

9. The antiseptic composition of claim 1 , characterized by a pH that is greater than or equal to 3.8 and less than 5.0 at 23° C.

10. The antiseptic composition of claim 1 , further comprising an alphahydroxy acid.

11. The antiseptic composition of claim 10 , wherein the alphahydroxy acid is selected from a group consisting of mandelic acid or a salt thereof, gluconic acid or a salt thereof, gluconolactone, glycolic acid or a salt thereof, lactic acid or a salt thereof, and a combination thereof.

12. The antiseptic composition of claim 10 , wherein the alphahydroxy acid is present in an amount of up to 10% by weight.

13. A method of treating a wound, the method comprising applying the antiseptic composition of claim 1 to a wound site.

14. An antiseptic composition, comprising:

a quaternary amine antiseptic component present in an amount of at least 0.04% by weight, the quaternary amine antiseptic component being a benzalkonium halide;

a polycarboxylic acid chelator of one or more of citric acid and citrate present in a concentration of at least 0.05 M;

a (C8-C12) 1,2 alkane diol; and

water present in an amount from 0% to 75% by weight;

wherein when the antiseptic composition is characterized by a pH that is greater than or equal to 3.5 and less than 5.5 at 23° C. when the antiseptic composition comprises <50% water by weight.

15. An antiseptic composition, comprising:

a quaternary amine antiseptic component present in an amount of at least 0.04% by weight, the quaternary amine antiseptic component being a benzalkonium halide;

a polycarboxylic acid chelator of one or more of citric acid and citrate present in a concentration of at least 0.05 M;

a (C8-C12) 1,2 alkane diol; and

water;

wherein the antiseptic composition is characterized by a pH that is greater than or equal to 3.5 and less than 5.5 at 23° C.;

wherein the water is present in the antiseptic composition at a greater weight percent than any other component of the antiseptic composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 14, 2025
From: STOFFEL, JOSEPH J.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 069854/0943 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: 3M INNOVATIVE PROPERTIES COMPANY
To: SOLVENTUM INTELLECTUAL PROPERTIES COMPANY
Reel/Frame 066443/0600 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2021
From: BODKHE, RAJAN B.; PARTHASARATHY, RANJANI V.; SCHOLZ, MATTHEW T.; KARIM, NAIMUL; KOHLER RIEDI, PETRA L.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 056690/0569 →
Continuity (2)
Provisional Application 62785365 · Dec 27, 2018
Related Publication 20220079893A1 · Mar 17, 2022
References Cited (55)
US 3930000A · Margraf · 1975 [cited by applicant]
US 4206215A · Bailey · 1980 [cited by applicant]
US 4420484A · Gorman · 1983 [cited by applicant]
US 4442125A · Thiele · 1984 [cited by applicant]
US 5665776A · Yu · 1997 [cited by applicant]
US 6238682B1 · Klofta · 2001 [cited by applicant]
US 6700032B1 · Gray · 2004 [cited by applicant]
US 6998509B1 · Nielsen · 2006 [cited by applicant]
US 8512723B2 · Scholz · 2013 [cited by applicant]
US 8940324B2 · Aydinoglu · 2015 [cited by applicant]
US 9486420B1 · Myntti · 2016 [cited by applicant]
US 10016501B2 · Scholz · 2018 [cited by applicant]
US 20010003693A1 · Gessner · 2001 [cited by applicant]
US 20050035327A1 · Canada · 2005 [cited by applicant]
US 20060210613A1 · Carliss · 2006 [cited by applicant]
US 20090069436A1 · MacGregor · 2009 [cited by applicant]
US 20090076084A1 · Krug · 2009 [cited by applicant]
US 20100282409A1 · Hobbs · 2010 [cited by applicant]
US 20120070510A1 · Krug · 2012 [cited by applicant]
US 20120107415A1 · Lisowsky · 2012 [cited by applicant]
US 20120201902A1 · Modak · 2012 [cited by applicant]
US 20130150451A1 · Salamone · 2013 [cited by applicant]
US 20140044667A1 · Greff · 2014 [cited by applicant]
US 20150189872A1 · Gradtke · 2015 [cited by applicant]
US 20160073628A1 · Myntti · 2016 [cited by applicant]
US 20160374352A1 · Modak · 2016 [cited by applicant]
US 20170273305A1 · Kohler Riedi · 2017 [cited by applicant]
US 20170290789A1 · Dicosmo · 2017 [cited by applicant]
AU 2017204534 · 2017 [cited by applicant]
CA 2992543 · 2017 [cited by applicant]
CN 107982094A · 2018 [cited by applicant]
DE 3925540 · 1990 [cited by applicant]
EP 1139759 · 2001 [cited by applicant]
EP 1404311 · 2004 [cited by applicant]
EP 1638417 · 2006 [cited by applicant]
EP 1683416 · 2006 [cited by applicant]
EP 2896395 · 2015 [cited by applicant]
WO WO199300100 · 1993 [cited by applicant]
WO WO200166084 · 2001 [cited by applicant]
WO WO2005058381 · 2005 [cited by applicant]
WO WO2006039961 · 2006 [cited by applicant]
WO WO2007031519 · 2007 [cited by applicant]
WO WO2007068938 · 2007 [cited by applicant]
WO WO2013086181 · 2013 [cited by applicant]
WO WO2016156869 · 2016 [cited by applicant]
DailyMed, Salicylic Acid 3% Topical Ointment product insert, 2018 (Year: 2018). [cited by examiner]
Block, Disinfection, Sterilization, and Preservation, 912-932 (1968). [cited by applicant]
Kiser, “Development and Characterization of a [cited by applicant]
Kramer, “Influence of the Antiseptic Agents Polyhexanide and Octenidine on FL Cells and on Healing of Experimental Superficial Aseptic Wounds in Piglets”, Skin Pharmacology and Physiology, 2004, vol. 17, No. 3, pp. 141-… [cited by applicant]
Nicoletti, “The Antimicrobial Activity in vitro of chlorhexidine, a mixture of isothiazolinones (‘Kathon’ CG) and cetyl trimethyl ammonium bromide (CTAB)”, Journal of Hospital Infection, 1993, vol. 23, pp. 87-111. [cited by applicant]
Nussbaum, “An Economic Evaluation of the Impact, Cost, and Medicare Policy Implications of Chronic Nonhealing Wounds”, Value in Health, Jan. 2018, vol. 21, No. 1, pp. 27-32. [cited by applicant]
Sciarra, “Aerosols”, Remington's Pharmaceutical Sciences, 1990, pp. 1694-1712. [cited by applicant]
Starek, “Hematological effects of four ethylene glycol monoalkyl ethers in short-term repeated exposure in rats”, Archives of Toxicology, 2008, vol. 82, No. 2, pp. 125-136. [cited by applicant]
Vorum, “Solubility of Long-Chain Fatty Acids in Phosphate Buffer at pH 7.4”, Biochimica et. Biophysica Acta, 1992, vol. 1126, pp. 135-142. [cited by applicant]
International Search Report for PCT International Application No. PCT/IB2019/061284, mailed on Mar. 19, 2020, 4 pages. [cited by applicant]