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146-48-5

Supplier Related Products Identification Chemical Properties Questions And Answer Safety Data Spectrum Detail Well-known Reagent Company Product Information

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Identification

Name
17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester
CAS
146-48-5
Synonyms
17alpha-hydroxy-yohimban-16alpha-carboxylic acid methyl ester
AJMALICINE
ALPHA-YOHIMBIN
D-YOHIMBINE
RAUBASIN
RAUBASINE
yohimbine
YOHIMBINE, C-
17alpha-Hydroxyyohimban-16alpha-carboxylic acid
17-alpha-hydroxy-yohimban-16-alpha-carboxylicacimethylester
17-Hydroxyyohimban-16-carboxylic acid methyl ester
17-hydroxyyohimban-16-carboxylicacidmethylester
Aphrodine
Aphrosol
Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv.
Corynine
Methyl 17-hydroxyyohimban-16-carboxylate
Quebrachin
Quebrachine
Yohimban-16alpha-carboxylic acid, 17alpha-hydroxy-, methyl ester
EINECS(EC#)
205-672-0
Molecular Formula
C21H24N2O3
MDL Number
MFCD00042748
Molecular Weight
352.43
MOL File
146-48-5.mol

Chemical Properties

Appearance
Glistening, needle-like alkaloid, soluble in alcohol and ether, very slightly soluble in water.
mp 
231-233 °C(lit.)
CAS DataBase Reference
146-48-5(CAS DataBase Reference)
NIST Chemistry Reference
Yohimbine(146-48-5)

Questions And Answer

Overview Information

Yohimbe is the name of an evergreen tree found in parts of central and western Africa. The bark of yohimbe contains a chemical called yohimbine, which is used to make medicine. Yohimbine hydrochloride (Aphrodyne, Yocon) is a form of yohimbine that is a prescription drug in the US.
Yohimbe supplements often list yohimbe bark extract or yohimbine as the active ingredient. However, some of these products might not provide accurate information about the amount of yohimbine in the supplement. Also, some yohimbe supplements list yohimbine hydrochloride as an active ingredient. Yohimbe products containing man-made yohimbine hydrochloride as an ingredient are not legal to sell as a dietary supplement in the US.


Yohimbe is taken by mouth arouse sexual excitement, for erectile dysfunction (ED), sexual problems caused by medications for depression called selective-serotonin reuptake inhibitors (SSRIs), and general sexual problems in both men and women. It is also used for athletic performance, weight loss, exhaustion, chest pain, high blood pressure, low blood pressure that occurs when standing up, diabetic nerve pain, and for depression along with certain other medications.


Effectiveness

Anxiety. There is mixed evidence about the effectiveness of yohimbine, the active ingredient in yohimbe, for treating anxiety related to phobias. Some research suggests that it does not improve anxiety when combined with therapy. However, other research suggests that it reduces fear related to certain phobias.
Depression. Early research suggests that taking yohimbine, the active ingredient of yohimbe, daily for 10 days does not improve depression symptoms.
Erectile dysfunction (ED). There is evidence that yohimbine, the active ingredient of yohimbe, can be helpful for ED. Some herbalists suggest that the yohimbe bark actually works better than the yohimbine ingredient alone. However, so far yohimbe bark has not been evaluated in research studies.
Exercise performance. Early research suggests that taking yohimbine, the active ingredient in yohimbe, daily for 21 days does not improve exercise performance or build muscle mass in soccer players.
Head rush (orthostatic hypotension). Early research suggests that taking a single dose of yohimbine, the active ingredient in yohimbe, increases blood pressure in people with a head rush due to low blood pressure. However, other early research suggests that it does not improve blood pressure.
Sexual problems caused by selective-serotonin reuptake inhibitors (SSRIs). There is evidence from many studies that yohimbine, the active ingredient of yohimbe, can improve sexual problems associated with this class of medications used for depression. However, this benefit has not been described specifically for the yohimbe bark.
Dry mouth. Early research suggests that taking yohimbine, the active ingredient in yohimbe, improves symptoms of dry mouth in people taking antidepressants. The effect of the yohimbe bark on dry mouth is not clear.


Side Effects

Yohimbe, taken by mouth, is POSSIBLY UNSAFE. Yohimbe has been linked to reports of severe side effects including irregular or rapid heart beat, kidney failure, seizure, heart attack, and others.
The primary active ingredient in yohimbe is a drug called yohimbine. This is considered a prescription drug in North America. This drug can be safely used short-term when monitored by a health professional.
However, it is not appropriate for unsupervised use due to potentially serious side effects that it can cause.
Children should not take yohimbe. It is POSSIBLY UNSAFE for children because children appear to be extra sensitive to the harmful effects of yohimbe.
When taken by mouth in typical doses, yohimbe and the ingredient yohimbine can cause stomach upset, excitation, tremor, sleep problems, anxiety or agitation, high blood pressure, a racing heartbeat, dizziness, stomach problems, drooling, sinus pain, irritability, headache, frequent urination, bloating, rash, nausea, and vomiting.
Taking high doses can also cause other severe problems, including difficulty breathing, paralysis, very low blood pressure, heart problems, and death. After taking a one-day dose of yohimbine, one person reported an allergic reaction involving fever; chills; listlessness; itchy, scaly skin; progressive kidney failure; and symptoms that looked like the auto-immune disease called lupus.


Safety Data

Hazard Codes 
T
Risk Statements 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R39:Danger of very serious irreversible effects.
Safety Statements 
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
RIDADR 
1544
RTECS 
ZG1000000
HazardClass 
6.1(a)
PackingGroup 
II

Spectrum Detail

Well-known Reagent Company Product Information

Sigma Aldrich
146-48-5(sigmaaldrich)
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