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Y3125

Sigma-Aldrich

Yohimbine hydrochloride

≥98% (HPLC), powder

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Synonym(s):
17-Hydroxyyohimban-16-carboxylic acid methyl ester hydrochloride
Empirical Formula (Hill Notation):
C21H26N2O3 · HCl
CAS Number:
Molecular Weight:
390.90
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
PHR3265D79091724000
Yohimbine hydrochloride ≥98% (HPLC), powder

Y3125

Yohimbine hydrochloride

Yohimbine Hydrochloride pharmaceutical secondary standard, certified reference material

PHR3265

Yohimbine Hydrochloride

Dicyclomine hydrochloride ≥99% (TLC), powder

D7909

Dicyclomine hydrochloride

Yohimbine hydrochloride United States Pharmacopeia (USP) Reference Standard

1724000

Yohimbine hydrochloride

assay

≥98% (HPLC)

assay

-

assay

≥99% (TLC)

assay

-

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

-

solubility

H2O: 10 mg/mL

solubility

-

solubility

H2O: 50 mg/mL

solubility

-

color

white to off-white

color

-

color

off-white

color

-

mp

288-290 °C (dec.) (lit.)

mp

288-290 °C (dec.) (lit.)

mp

-

mp

288-290 °C (dec.) (lit.)

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.

pictograms

Skull and crossbones

signalword

Danger

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


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Customers Also Viewed

Slide 1 of 5

1 of 5

MARTINDALE: Martindale?the Extra Pharmacopoeia
Lipman Arthur G
The International journal of pharmacy practice, 2(2), 124-124 (1993)
Flight Initiation and Maintenance Deficits in Flies with Genetically Altered Biogenic Amine Levels
Brembs B, et al.
The Journal of Neuroscience, 27(41), 11122-11131 (2007)
Susan X Jiang et al.
European journal of pharmacology, 629(1-3), 12-19 (2009-12-05)
Intracellular calcium ([Ca(2+)]i) influx through N-methyl-d-aspartic acid (NMDA) receptors in cortical neurons is central to NMDA receptor-mediated excitotoxicity. Drugs that uncompetitively modulate NMDA receptor-mediated [Ca(2+)]i influx are potential leads for development to treat NMDA receptor-mediated neuronal damage since these drugs
Brimonidine is neuroprotective against glutamate-induced neurotoxicity, oxidative stress, and hypoxia in purified rat retinal ganglion cells
Lee KYC, et al.
Molecular Vision, 16, 246-246 (2010)
Yohimbine in erectile dysfunction: the facts
Morales, A
International Journal of Impotence Research, 12(S1), S70-S70 (2000)

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