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US006524611B2

(12) United States Patent ao) Patent No.: us 6,524,611 B2

Howard et al. (45) Date of Patent: Feb. 25,2003 Figl

(54) COMPOSITIONS CONTAINING CREATINE AND CREATININE

(75) Inventors: Alan N. Howard, Great Shelford (GB);

Roger C. Harris, Newmarket (GB)

(73) Assignee: The Howard Foundation, Cambridge (GB)

( * ) Notice: Subject to any disclaimer, the term ol this patent is extended or adjusted under 35 U.S.C. 154(b) by 0 days.

(21) Appl. No.: 09/917,634

(22) Filed: Jul. 31, 2001

(65) Prior Publication Data

US 2002/0001611 Al Jan. 3, 2002

Related U.S. Application Data

(63) Continuation-in-part ol application No. 09/419,922, filed on Oct. 18, 1999, now Pat. No. 6,274,161, which is a continuation ol application No. 08/866,517, filed on May 30, 1997, now Pat. No. 5,968,544.

(30) Foreign Application Priority Data

May 31, 1996 (GB) 9611356

Mar. 2, 2001 (GB) 0105205

(51) Int. CI.7 A61K 9/08; A61K 9/10;

A61K 9/14

(52) U.S. CI 424/439; 424/484; 424/485;

424/488; 424/489; 514/784; 514/777; 514/782;

514/783; 514/937; 514/970

(58) Field of Search 424/439, 489,

424/484, 488, 485

(56) References Cited

U.S. PATENT DOCUMENTS

3,615,600 A 10/1971 Tonsbeek

4,464,409 A 8/1984 Rooij

4,647,453 A 3/1987 Meisner

4,772,591 A 9/1988 Meisner

5,773,473 A 6/1998 Green et al.

5,908,864 A 6/1999 Casey

5,968,544 A 10/1999 Howard et al 424/439

6,075,031 A 6/2000 Kaddurah-Daouk et al.

6,168,802 Bl 1/2001 Howard et al 424/439

6,274,161 Bl 8/2001 Howard et al 424/439

FOREIGN PATENT DOCUMENTS

EP 59025663 2/1984

EP 0669083 2/1995

GB 2 213 544 12/1997

JP 50087771 9/1996

WO WO94/02127 2/1994

WO W094/15488 7/1994

WO W094/17794 8/1994

WO WO96/04240 2/1996

WO WO96/14063 5/1996

WO W096/36348 11/1996

WO WO97/45026 12/1997

WO WO98/53704 12/1998

WO WO00/74500 12/2000

OTHER PUBLICATIONS

Patent Absracts of Japan, vol. 013, No. 069 (C-569), Feb. 16, 1989 & JP 63 263060 A (Ajinomoto Co Inc), Oct. 31, 1988 Abstract.

PMI Nutrition International, Lab Diet 5001, 1996. Edgar et al., The Equilibrium Between Creatine and Creatinine, in Aqueous Solution ... J. Am. Chem. Soc. 47, pp 1179-1188, 1925.

Cannon et al., CXV, The Creatine-Creatinine Equilibrium. The Apparent Dissociation Constants of Creatine and Creatinine, Biochem J., 22, pp 920-929, 1928.

Primary Examiner—James M. Spear

(74) Attorney, Agent, or Firm—Piper Rudnick LLP; Perry

E. Van Over

(57) ABSTRACT

A composition for human consumption, comprising creatine and creatinine, the latter being in sufficient quantity to render creatine in an aqueous medium substantially stable, and a method of making the composition is provided.

38 Claims, 8 Drawing Sheets

[graphic]

initial (2124 days

—□— pH3.0 pH4.3

—•— pH4.0 pH4.9

g Cr per 100 ml

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