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Yohimbine hydrochloride

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Identification
Molecular formula
C21H26ClN2O3
CAS number
65-19-0
IUPAC name
methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
State
State

At room temperature, Yohimbine hydrochloride is in a solid state. It is commonly encountered as a powder.

Melting point (Celsius)
288.00
Melting point (Kelvin)
561.00
Boiling point (Celsius)
355.80
Boiling point (Kelvin)
628.80
General information
Molecular weight
390.91g/mol
Molar mass
390.9110g/mol
Density
1.3200g/cm3
Appearence

Yohimbine hydrochloride typically appears as a white to slightly yellowish crystalline powder. It is known for being odorless.

Comment on solubility

Solubility of Methyl (1S,15R,18S,19R,20S)-18-Hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate; Hydrochloride

The solubility characteristics of the compound methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; hydrochloride (C21H26ClN2O3) are significant for its applications and behavior in various environments.

Solubility Overview

The solubility of this compound can be described by considering the following factors:

  • Nature of the Compound: Being a hydrochloride salt, it generally indicates higher solubility in water due to the presence of ionic interactions.
  • Polarity: The compound features multiple polar functional groups, including hydroxyl (-OH) and carboxylate (-COO-), which contribute to its ability to interact favorably with water molecules.
  • Solvent Compatibility: It is likely to be soluble in polar solvents but may show limited solubility in non-polar organic solvents.

As with many compounds of this nature, solubility tends to vary with temperature and pH. In general:

  1. Increased temperature often enhances solubility, allowing for better dissolution.
  2. A more acidic environment may increase solubility due to the protonation of the carboxylate group.

It is crucial to note that solubility can also be influenced by the specific conditions of use, such as the presence of other solutes in a mixture or the overall ionic strength of the solution. Therefore, while the expected solubility is high in appropriate solvents, experimental validation is recommended for precise findings.

Interesting facts

Interesting Facts about Methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; hydrochloride

This compound, known as a derivative of yohimbine, presents a fascinating structure and a range of potential applications. Here are some notable facts about it:

  • Historical Significance: Yohimbine has been used for centuries in traditional medicine, particularly in African cultures, as an aphrodisiac and to promote vitality.
  • Biological Activity: The compound is primarily known for its role as an alpha-2 adrenergic receptor antagonist. This means it can block certain receptors in the body, potentially leading to various physiological effects such as increased heart rate and enhanced blood flow.
  • Research Applications: The research surrounding this compound has implications in treating erectile dysfunction and exploring its neuroprotective effects. It has sparked interest in the realm of psychoactive substances and how they interact with the human body.
  • Synthesis Innovation: Developing effective synthesis methods for yohimbine derivatives, including this hydrochloride form, has been a focus for chemists aiming to enhance the compound's efficacy and reduce side effects.
  • Precautions: Despite its potential benefits, it is essential to approach use cautiously. Side effects can occur, including cardiovascular issues and increased anxiety levels, especially in sensitive individuals.

In summary, methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; hydrochloride is a compound that straddles the line between traditional medicine and modern scientific investigation, illustrating the rich tapestry of chemistry and its applications in human health.

Synonyms
YOHIMBINE HYDROCHLORIDE
65-19-0
Yohimbine HCl
Antagonil
Yohimbe
Aphrodine hydrochloride
Yohimbine monohydrochloride
Yohimbin HCl
Yohimbine (Hydrochloride)
Yohimbin hydrochloride
UNII-NB2E1YP49F
EINECS 200-600-4
NB2E1YP49F
NSC 19509
Yohimbin hydrochloride [USP]
AI3-60247
NSC-19509
DTXSID40891272
Yohimbine hydrochloride [USP:BAN]
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha,17alpha)-
17alpha-Hydroxy-20-alpha-yohimban-16-beta-carboxylic acid, methyl ester, hydrochloride
Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester, hydrochloride
Yohimban-16alpha-carboxylic acid, 17alpha-hydroxy-, methyl ester, monohydrochloride
Yohimbin hydrochloride (USP)
Yohimbine hydrochloride (USP:BAN)
17-Hydroxyyohimban-16-carboxylic acid methyl ester hydrochloride
CHEMBL537669
YOHIMBINE HYDROCHLORIDE (MART.)
YOHIMBINE HYDROCHLORIDE [MART.]
YOHIMBINE HYDROCHLORIDE (USP-RS)
YOHIMBINE HYDROCHLORIDE [USP-RS]
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate hydrochloride
SMR000058527
Yohimbinehydrochloride
YOHIMBINE HYDROCHLORIDE (EP MONOGRAPH)
YOHIMBINE HYDROCHLORIDE [EP MONOGRAPH]
YOHIMBINE HYDROCHLORIDE (USP MONOGRAPH)
YOHIMBINE HYDROCHLORIDE [USP MONOGRAPH]
SR-01000597896
SR-01000075297
MFCD00012674
Yobine Injection
Prestwick_961
Yohimbine-Hydrochloride
Hydrochloride, Aphrodine
Hydrochloride, Yohimbine
MLS001306411
MLS001333983
Yohimbine hydrochloride (USP)
HY-N0127R
PIPZGJSEDRMUAW-VJDCAHTMSA-N
DTXCID601030458
HMS1569F10
Yohimbine hydrochloride (Antagonil)
BCP19708
HY-N0127
Tox21_501210
YOHIMBINE HYDROCHLORIDE [MI]
s2373
Yohimbine (Hydrochloride) (Standard)
AKOS015951349
CCG-208327
CS-5238
FY07895
LP01210
YOHIMBINE HYDROCHLORIDE [VANDF]
YOHIMBINE HYDROCHLORIDE [WHO-DD]
NCGC00094457-01
NCGC00261895-01
AC-22571
AS-13939
YOHIMBINE HYDROCHLORIDE [GREEN BOOK]
Yohimbine hydrochloride, analytical standard
EU-0101210
NS00078828
SW199050-2
Y0002
D06671
Y 3125
Yohimbine hydrochloride, >=98% (TLC), powder
SR-01000075297-1
SR-01000597896-1
SR-01000597896-4
Q15680050
Yohimbine hydrochloride, European Pharmacopoeia (EP) Reference Standard
Yohimbine hydrochloride, United States Pharmacopeia (USP) Reference Standard
17.ALPHA.-HYDROXY-20-.ALPHA.-YOHIMBAN-16-.BETA.-CARBOXYLIC ACID, METHYL ESTER, HYDROCHLORIDE
200-600-4
methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
methyl(1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, hydrochloride (1:1), (16alpha,17alpha)-