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3-Nitrooxypropanol

From Wikipedia, the free encyclopedia
3-Nitrooxypropanol
Names
Preferred IUPAC name
3-Hydroxypropyl nitrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.225.103 Edit this at Wikidata
UNII
  • InChI=1S/C3H7NO4/c5-2-1-3-8-4(6)7/h5H,1-3H2
    Key: PTMLFFXFTRSBJW-UHFFFAOYSA-N
  • C(CO)CO[N ](=O)[O-]
Properties
C3H7NO4
Molar mass 121.09
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Nitrooxypropanol, abbreviated 3-NOP or 3NOP, is an organic compound with the formula HOCH2CH2CH2ONO2. It is the mononitrate ester of 1,3-propanediol. The compound is an inhibitor of the enzyme methyl coenzyme M reductase (MCR). MCR catalyzes the final step in methanogenesis.[1] When it is fed to ruminants, their methane production is diminished.[2]

Bovaer®

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3-NOP has been commercialised as a methane inhibitor for production animals. Bovaer® is a feed additive manufactured by DSM for cattle that claims to reduce methane emission from dairy and beef cattle by 30% and 45% respectively.[3] It consists of silicon dioxide (60% w/w), propylene glycol, and 3-nitrooxypropanol (10% w/w).[4]

In 2021 Bovaer® has been approved as a feed additive in Brazil, one of the world's largest meat exporters and also Chile.[5] In 2022, it was approved for use on dairy cows in the EU.[6][7] Recently in 2024, Bovaer has been approved in Canada as a cattle nutrition feed additive.

On April 27th 2022 DSM and Elanco Animal Health Inc. announced a strategic alliance where Elanco would gain exclusive licensing rights to develop, manufacture, and commercialize Bovaer® in U.S.A.[8]

On June 8th 2023 Elanco US Inc requested a consultation with the CVM group of the US FDA to evaluate the drug status of Bovaer for use a methane inhibitor in dairy cows. On May 24th 2024 the FDA reported that they had finished evaluating safety and efficacy data for Bovaer.[4] They concluded the product did reduce methane production when used as labelled and is expected to pose a low risk to animals and humans under the conditions of its sale. For the US FDA Bovaer remains an unapproved drug with specific conditions on manufacturing standards and adverse event reporting.

See also

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References

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  1. ^ Hristov, A. N., et al., "An inhibitor persistently decreased enteric methane emission from dairy cows with no negative effect on milk production", Proc. Natl. Acad. Sci. U. S. A. 2015, volume 112, 10663-10668. doi:10.1073/pnas.1504124112
  2. ^ "List of Publications" (PDF).
  3. ^ "Bovaer® How cows can help us fight climate change. The proven solution to immediately reduce enteric methane from dairy and beef cattle".
  4. ^ a b "CVM File: G-150438". Food and Drug Administration.
  5. ^ "DSM secures approval for methane-busting feed additive in Brazil, Chile". AFN. 2021-09-10. Retrieved 2021-09-16.
  6. ^ "DSM gets EU market approval for its methane-reducing feed additive". 2022-02-24.
  7. ^ "DSM receives landmark EU market approval for its methane-reducing feed additive Bovaer®".
  8. ^ "Elanco and Royal DSM Announce Strategic Alliance in U.S. for Bovaer® – A Revolutionary, Methane-Reducing Feed Additive for Cattle | DSM". @corporate. Retrieved 2024-05-29.