# US 8,784,871 B2 · Nitrooxy alkanoic acids and derivatives thereof in feed for reducing methane emission in ruminants, and/or to improve ruminant performance

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- Number: US 8,784,871 B2
- Document ID: US8784871B2
- Status: Granted
- Kind: B2
- Application number: 13/514,165
- Filed: 2010-12-10
- Published: 2012-12-13
- Granted: 2014-07-22
- Earliest claimed: 2009-12-11
- Assignees: Dsm IP Assets B.V.
- Applicants: Stephane Duval; Maik Kindermann
- Inventors: Stephane Duval; Maik Kindermann
- Web page: https://patentgrep.com/patent/US8784871B2

## CPC

- C07C 203/04: having nitrate groups bound to acyclic carbon atoms
- A23K 20/105: Aliphatic or alicyclic compounds
- A23K 20/174: Vitamins
- A23K 50/10: for ruminants
- A61K 31/21: Esters, e.g. nitroglycerine, selenocyanates
- A61K 31/215: of carboxylic acids
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61P 1/00: Drugs for disorders of the alimentary tract or the digestive system
- A61P 1/14: Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
- A61P 3/00: Drugs for disorders of the metabolism (of the blood or the extracellular fluid A61P7/00)
- A61P 3/02: Nutrients, e.g. vitamins, minerals
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07C 235/06: having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- Y02P 60/22: Methane [CH4], e.g. from rice paddies
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- A23K: FODDER
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The present invention relates to a method for reducing the production of methane emanating from the digestive activities of a ruminant and or for improving ruminant animal performance by using, as active compound at least one nitrooxy alkanoic acid and/or derivative thereof, which is administrated to the animal together with the feed. The invention also relates to the use of these compounds in feed and feed additives such as premix, concentrates and total mixed ration (TMR) or in the form of a bolus.

## Claims

### Claim 1

A method for reducing production of methane emanating from digestive activities of a ruminant animal and/or for improving ruminant animal performance comprising orally administering to a ruminant animal in need of reduced methane production emanating from digestive activities thereof and/or improved performance thereof an amount of at least one active compound sufficient to reduce production of methane emanating from the digestive activities of the ruminant animal and/or for improving performance of the ruminant animal which is selected from the group consisting of:
and thereafter observing a reduced production of methane emanating from digestive activities of the ruminant animal and/or improved performance of the ruminant animal.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the active compound is administered to the ruminant animal in combination with at least one additional active substance selected from the group consisting of diallyl disulfide, garlic oil, allyl isothiocyanate, deoxycholic acid, chenodeoxycholic acid and derivatives thereof.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the ruminant animal is selected from the group consisting of cattle, goat and sheep.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the amount of the at least one active compound as defined in formula (I) administered to the ruminant animal is from 1 mg to 10 g per kg feed.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the at least one active compound is administered in an amount sufficient to reduce methane production in ruminants calculated in liters per kilogram of dry matter intake by at least 10% when measured in metabolic chambers.