An α2-adrenoceptor antagonist
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Yohimbine (hydrochloride)

Item No. 19869

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
17α-hydroxy-yohimban-16α-carboxylic acid, methyl ester, monohydrochloride
CAS Number
65-19-0
Synonyms
  • NIH 9689
  • NSC 19509
  • Yohimbe
Molecular Formula
C21H26N2O3 • HCl
Formula Weight
390.9
Purity
≥98%
Formulation
A crystalline solid
λmax
220, 271, 289 nm
SMILES
[H][C@]12N(CCC3=C2NC4=C3C=CC=C4)C[C@]5([H])CC[C@H](O)[C@H](C(OC)=O)[C@@]5([H])C1.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $36

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    1 g

    $49

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    5 g

    $103

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    10 g

    $169

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    Product Description

    Yohimbine is a natural alkaloid that has highest affinity for α2-adrenergic receptors (pKis = 8.2, 8.7, and 9.6 for human α2A, α2B, and α2C, respectively), with antagonist activity at these receptors.1,2 It less potently antagonizes serotonin 5-HT1 receptors (pKis = 7.3, 6.8, and 7.6 for human HT1A, HT1B, and HT1D, respectively) and α1-adrenergic receptors (pKis = 6.7, 6.8, and 6.8 for human α1A, α1B, and α1D, respectively).1 Yohimbine is used in veterinary medicine to reverse the sedative effects of α2-agonists.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Millan, M.J., Newman-Tancredi, A., Audinot, V., et al. Agonist and antagonist actions of yohimbine as compared to fluparoxan at α2-adrenergic receptors (AR)s, serotonin (5-HT)1A, 5-HT1B, 5-HT1D and dopamine D2 and D3 receptors. Significance for the modulation of frontocortical monoaminergic transmission and depressive states. Synapse 35(2), 79-95 (2000).

    2. Schwartz, D.D., and Clark, T.P. Selectivity of atipamezole, yohimbine and tolazoline for alpha-2 adrenergic receptor subtypes: Implications for clinical reversal of alpha-2 adrenergic receptor mediated sedation in sheep. J. Vet. Pharmacol. Ther. 21(5), 342-347 (1998).