2-Hydroxybenzylamine

2-HOBA
Identifiers
	IUPAC name 2-(aminomethyl)phenol;
CAS Number	932-30-9 ;
PubChem CID	70267;
UNII	696R5N4NRM;
ECHA InfoCard	100.012.045
Chemical and physical data
Formula	C7H9NO
Molar mass	123.155 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC=C(C(=C1)CN)O;
	InChI 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

^ 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.
^ 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.
^ 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.
^ 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.

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[pmid30253245-1] 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.

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