IP Library Granted Patent US 7,189,760
Granted Patent B2
US 7,189,760 · App. 10/817,770 · Granted Mar 13, 2007

Physiological cooling compositions containing highly purified ethyl ester of N-[[5-methyl-2-(1-methylethyl) cyclohexyl] carbonyl]glycine

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Quick Facts
Patent No.
US 7,189,760
App. No.
10/817,770
Granted
Mar 13, 2007
Kind
B2
Abstract

The present invention provides, in one aspect, a substantially pure ethyl ester of N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine. In another aspect, disclosed is a method for producing substantially pure ethyl ester of N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine. In still another aspect, disclosed are various consumer products comprising the substantially pure ethyl ester of N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine disclosed herein.

Claims (14)

1. A composition comprising the ethyl ester of N-[[5-methyl-2-(1-methylethyl) cyclohexyl]carbonyl]glycine having the structure:

wherein the ethyl ester is at least 96% pure.

2. The composition of claim 1 , comprising a plurality of stereoisomers.

3. The composition of claim 1 , wherein the ethyl ester is at least 98% pure.

4. The composition of claim 1 , wherein the ethyl ester is at least 99% pure.

5. The composition of claim 1 , wherein the ethyl ester comprises at least 98% of the steroisomer of the following configuration:

6. The composition of claim 1 , wherein the ethyl ester comprises at least 99.5% of the stereoisomer of the following configuration:

7. The composition of claim 1 , wherein impurities causing a bitter and/or sour aftertaste are substantially absent.

8. A method for manufacturing the ethyl ester of claim 1 , said method comprising purifying an impure ethyl ester of N-[[5-methyl-2-(1-methylethyl) cyclohexyl]carbonyl]glycine by at least one method selected from the group consisting of crystallization, sublimation, precipitation, and combinations thereof.

9. The method of claim 8 , wherein the purified ethyl ester is at least 98% pure.

10. The mehtod of claim 8 , wherein the purified ethyl ester is at least 99% pure.

11. A consumer product comprising the composition of claim 1 .

12. The consumer product of claim 11 , which is a flavor blend, food, confectionary, beverage, chewing gum, dental floss, toothpaste, mouthwash, anti-plaque composition, anti-gingivitis composition, throat lozenge, throat drop, antacid tablet, or a pharmaceutical or medical composition.

13. The consumer product of claim 11 , which is a cosmetic, shampoo, lotion, deodorant, aftershave, shaving gel, shaving cream, fragrance, or soap.

Assignments (18)
RELEASE OF SECURITY INTEREST Recorded Feb 1, 2016
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: PINOVA HOLDINGS, INC; RENESSENZ LLC
Reel/Frame 037631/0376 →
CHANGE OF NAME Recorded May 9, 2011
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: RENESSENZ, LLC
Reel/Frame 026246/0863 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2011
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025619/0024 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0397 →
SECURITY AGREEMENT Recorded Dec 23, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 025562/0245 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0717 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0777 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0798 →
SECURITY AGREEMENT Recorded May 19, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 024402/0727 →
SECURITY AGREEMENT Recorded May 18, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024397/0898 →
SECURITY AGREEMENT Recorded May 7, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 024351/0040 →
SECURITY AGREEMENT Recorded May 6, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 024342/0135 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC
Reel/Frame 024337/0090 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC.
Reel/Frame 024337/0341 →
SECURITY AGREEMENT Recorded Oct 30, 2009
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 023449/0499 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CONVEYING AND RECEIVING PARTIES, PREVIOUSLY RECORDED ON REEL 022520 FRAME 0804. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT.. Recorded May 5, 2009
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: CITIBANK, N.A., AS ADMINISRATIVE AGENT AND COLLATERAL AGENT
Reel/Frame 022634/0303 →
SECURITY AGREEMENT Recorded Apr 9, 2009
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC.
Reel/Frame 022520/0804 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 19, 2004
From: ERMAN, MARK B.; WHELAN, PATRICK J.
To: MILLENIUM SPECIALTY CHEMICALS
Reel/Frame 015567/0552 →