Rauwolscine hydrochloride | CAS#6211-32-1

MedKoo Cat#: 525953 | Name: Rauwolscine hydrochloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Rauwolscine hydrochloride, also known as yohimbine hydrochloride, is an alpha2-Adrenergic antagonist and partial agonist at 5-HT1A receptors.

Chemical Structure

Rauwolscine hydrochloride

CAS#6211-32-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 525953

Name: Rauwolscine hydrochloride

CAS#: 6211-32-1 (HCl)

Chemical Formula: C21H27ClN2O3

Exact Mass:

Molecular Weight: 390.91

Elemental Analysis: C, 64.52; H, 6.96; Cl, 9.07; N, 7.17; O, 12.28

Price and Availability

Size	Price	Availability
50mg	USD 250.00	2 Weeks
100mg	USD 400.00	2 Weeks
250mg	USD 750.00	2 Weeks

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Related CAS #

131-03-3 (free base) 6211-32-1 (HCl) 28834-05-1 (phosphate)

Synonym

Rauwolscine hydrochloride; NSC 407307; alpha-Yohimbine; Corynanthidine, Isoyohimbine; Mesoyohimbine, yohimbine hydrochloride

IUPAC/Chemical Name

Methyl (1S,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate hydrochlori

InChi Key

PIPZGJSEDRMUAW-ZKKXXTDSSA-N

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+;/m1./s1

SMILES Code

O[C@@H](CC1)[C@@H](C(OC)=O)[C@@H]2[C@H]1CN3CCC4=C(NC5=CC=CC=C54)[C@@H]3C2.Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Rauwolscine is a selective and reversible α2-adrenergic receptor antagonist (Ki = 12 nM).1 Rauwolscine also acts as a receptor antagonist at the serotonin 5-HT2B receptor (Ki = 14.3 nM) and as a weak partial agonist at 5-HT1A (IC50 = 1.3 µM). α2-adrenergic receptor antagonists like rauwolscine have numerous applications, including the modulation of mood and behavior.

In vitro activity:

When using [3H]rauwolscine as the radioligand, competition curves for antagonist structures modeled to a single binding site, while agonist competition typically resulted in curves that best fit a two site binding model. Many of the compounds with antagonist structures displayed higher affinity for the 5-HT2B receptor when [3H]rauwolscine was the radioligand. Reference: Naunyn Schmiedebergs Arch Pharmacol. 1998 Jan;357(1):17-24. https://pubmed.ncbi.nlm.nih.gov/9459568/

In vivo activity:

In this study, more severe emotion-related impulsivity was related to more impulsive decisions in the rauwolscine but not in the placebo group. Results provide some of the first experimental evidence that emotion-related impulsivity is related to differential behavioural responses in the face of high arousal. Reference: Pharmacol Biochem Behav. 2023 Apr;225:173557. https://pubmed.ncbi.nlm.nih.gov/37127224/

	Solvent	mg/mL	mM
Solubility
	DMF	0.1	0.26
	DMSO	2.0	5.12
	Water	10.0	25.58

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 390.91 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wainscott DB, Sasso DA, Kursar JD, Baez M, Lucaites VL, Nelson DL. [3H]Rauwolscine: an antagonist radioligand for the cloned human 5-hydroxytryptamine2b (5-HT2B) receptor. Naunyn Schmiedebergs Arch Pharmacol. 1998 Jan;357(1):17-24. doi: 10.1007/pl00005133. PMID: 9459568. 2. Shen SG, Zhang D, Hu HT, Li JH, Wang Z, Ma QY. Effects of alpha-adrenoreceptor antagonists on apoptosis and proliferation of pancreatic cancer cells in vitro. World J Gastroenterol. 2008 Apr 21;14(15):2358-63. doi: 10.3748/wjg.14.2358. PMID: 18416462; PMCID: PMC2705090. 3. Herman AM, Elliott MV, Johnson SL. Emotion-related impulsivity moderates the role of arousal on reflection impulsivity. Pharmacol Biochem Behav. 2023 Apr;225:173557. doi: 10.1016/j.pbb.2023.173557. Epub 2023 Apr 29. PMID: 37127224. 4. Fu T, Qin X, Ma Y, Yuan X, Wu S, Ye X, Dang Y. Yohimbine hydrochloride inhibits skin melanin synthesis by regulating wnt/β-catenin and p38/MAPK signal pathways. J Dermatol Sci. 2022 Jul;107(1):17-23. doi: 10.1016/j.jdermsci.2022.06.005. Epub 2022 Jul 4. PMID: 35840473.

In vitro protocol:

In vivo protocol:

1. Herman AM, Elliott MV, Johnson SL. Emotion-related impulsivity moderates the role of arousal on reflection impulsivity. Pharmacol Biochem Behav. 2023 Apr;225:173557. doi: 10.1016/j.pbb.2023.173557. Epub 2023 Apr 29. PMID: 37127224. 2. Fu T, Qin X, Ma Y, Yuan X, Wu S, Ye X, Dang Y. Yohimbine hydrochloride inhibits skin melanin synthesis by regulating wnt/β-catenin and p38/MAPK signal pathways. J Dermatol Sci. 2022 Jul;107(1):17-23. doi: 10.1016/j.jdermsci.2022.06.005. Epub 2022 Jul 4. PMID: 35840473.

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