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2-Hydroxybenzylamine

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2-HOBA
Identifiers
  • 2-(aminomethyl)phenol
CAS Number
PubChem CID
UNII
ECHA InfoCard100.012.045 Edit this at Wikidata
Chemical and physical data
FormulaC7H9NO
Molar mass123.155 g·mol−1
3D model (JSmol)
  • C1=CC=C(C(=C1)CN)O
  • InChI=1S/C7H9NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H,5,8H2
  • Key:KPRZOPQOBJRYSW-UHFFFAOYSA-N

2-Hydroxybenzylamine (2-HOBA, marketed as Hobamine) is a natural product found in Himalayan tartary buckwheat (Fagopyrum tataricum). It acts as an antioxidant and scavanger of free radicals and isolevuglandins and is sold as a dietary supplement.[1][2][3][4]

References

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  1. ^ Fuller JC, Pitchford LM, Morrison RD, Daniels JS, Flynn CR, Abumrad NN, Oates JA, Boutaud O, Rathmacher JA (November 2018). "In vitro safety pharmacology evaluation of 2-hydroxybenzylamine acetate". Food and Chemical Toxicology. 121: 541–548. doi:10.1016/j.fct.2018.09.047. PMC 6220894. PMID 30253245.
  2. ^ Tao H, Huang J, Yancey PG, Yermalitsky V, Blakemore JL, Zhang Y, et al. (August 2020). "Scavenging of reactive dicarbonyls with 2-hydroxybenzylamine reduces atherosclerosis in hypercholesterolemic Ldlr-/- mice". Nature Communications. 11 (1): 4084. Bibcode:2020NatCo..11.4084T. doi:10.1038/s41467-020-17915-w. PMC 7429830. PMID 32796843.
  3. ^ May-Zhang LS, Kirabo A, Huang J, Linton MF, Davies SS, Murray KT (January 2021). "Scavenging Reactive Lipids to Prevent Oxidative Injury". Annual Review of Pharmacology and Toxicology. 61: 291–308. doi:10.1146/annurev-pharmtox-031620-035348. PMID 32997599. S2CID 222170646.
  4. ^ O'Neill MJ, Yoneda ZT, Crawford DM, Ye F, Ao M, Pitchford LM, et al. (August 2021). "2-Hydroxybenzylamine (2-HOBA) to prevent early recurrence of atrial fibrillation after catheter ablation: protocol for a randomized controlled trial including detection of AF using a wearable device". Trials. 22 (1): 576. doi:10.1186/s13063-021-05553-6. PMC 8403349. PMID 34454591.