Y3125

Yohimbine hydrochloride

≥98% (HPLC), powder, α2-adrenergic receptor antagonist

• Synonym(s): 17-Hydroxyyohimban-16-carboxylic acid methyl ester hydrochloride
• Empirical Formula (Hill Notation): C₂₁H₂₆N₂O₃ · HCl
• CAS Number: 65-19-0
• Molecular Weight: 390.90
• EC Number: 200-600-4
• MDL number: MFCD00012674
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277814
• NACRES: NA.77

Properties

• product name: Yohimbine hydrochloride, ≥98% (HPLC), powder
• assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• mp: 288-290 °C (dec.) (lit.)
• solubility: H₂O: 10 mg/mL
• SMILES string: Cl.COC(=O)[C@H]1[C@@H](O)CCC2CN3CCc4c([nH]c5ccccc45)C3CC12
• InChI: 1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15-,17-,18-,19+;/m0./s1
• InChI key: PIPZGJSEDRMUAW-VJDCAHTMSA-N
• Gene Information: human ... ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

Description

Application

Yohimbine hydrochloride has been:

• used to study its in vitro antiviral, antibacterial and antifungal activities and cytotoxicity
• used as a tyramine receptor blocker to oppose the effects of increased tyramine in relation with flight initiation and maintenance deficits in experimental flies
• used alone and as well as with brimonidine to study the neuroprotective effect of brimonidine in the presence of glutamate-induced neurotoxicity, oxidative stress and hypoxia on in vitro cultures of purified rat retinal ganglion cells

Biochem/physiol Actions

Yohimbine is derived from the Coryanthe yohimbe tree cortex. It is an alkaloid. Yohimbine hydrochloride is an α2-adrenergic receptor antagonist. It blocks the central α2-adrenergic receptors in the brain, thus preventing and reducing the effects of xylazine, an α2-adrenergic agonist. The sedative effects and respiratory depression that accompany xylazine administration are both antagonized and reversed by yohimbine. Yohimbine hydrochloride also produces an antidiuretic effect, and increases heart rate and blood pressure. It is useful in treating erectile dysfunction and promotes sexual functioning.

Features and Benefits

This compound is featured on the α2-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H330
• pcodes: P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges