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1-(3-Hydroxyphenyl)piperazine, also known as mCPP, is a psychoactive chemical compound with the molecular formula C12H16N2O. It belongs to the class of phenylpiperazine derivatives and is widely used in research to study the central nervous system and its effects on behavior. mCPP interacts with various receptors in the brain, such as serotonin, dopamine, and adrenergic receptors, which may contribute to its potential role in mood regulation and behavior. Additionally, it has been investigated for its potential use in the treatment of mental health disorders like anxiety and depression. However, due to its adverse effects, such as anxiety, agitation, and increased blood pressure, as well as its recreational misuse, mCPP is under regulatory control in various countries.

59817-32-2

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59817-32-2 Usage

Uses

Used in Pharmaceutical Research:
1-(3-Hydroxyphenyl)piperazine is used as a research compound for studying the central nervous system and its effects on behavior. It helps scientists understand the interactions between various brain receptors and the compound, which can contribute to the development of new treatments for mental health disorders.
Used in Mood Regulation and Behavior Studies:
1-(3-Hydroxyphenyl)piperazine is used as a research tool to investigate its potential role in mood regulation and behavior. By interacting with serotonin, dopamine, and adrenergic receptors, mCPP provides insights into the underlying mechanisms of mood and behavior, aiding in the development of targeted therapies for mental health conditions.
Used in Mental Health Disorder Treatment Research:
1-(3-Hydroxyphenyl)piperazine is used as a potential therapeutic agent in the research and development of treatments for mental health disorders such as anxiety and depression. Its interaction with various brain receptors suggests that it may have a role in modulating mood and behavior, offering a potential avenue for new treatment approaches.
Used in Regulatory Control and Misuse Prevention:
1-(3-Hydroxyphenyl)piperazine is used in regulatory control measures to prevent its misuse and recreational use. Due to its psychoactive properties and potential adverse effects, including anxiety, agitation, and increased blood pressure, mCPP is subject to regulatory oversight in various countries to ensure its safe and appropriate use in research and therapeutic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 59817-32-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,8,1 and 7 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 59817-32:
(7*5)+(6*9)+(5*8)+(4*1)+(3*7)+(2*3)+(1*2)=162
162 % 10 = 2
So 59817-32-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H14N2O/c13-10-3-1-2-9(8-10)12-6-4-11-5-7-12/h1-3,8,11,13H,4-7H2

59817-32-2 Well-known Company Product Price

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  • Alfa Aesar

  • (L18702)  3-(1-Piperazinyl)phenol, 97%   

  • 59817-32-2

  • 25g

  • 1022.0CNY

  • Detail
  • Aldrich

  • (651672)  1-(3-Hydroxyphenyl)piperazine  97%

  • 59817-32-2

  • 651672-1G

  • 482.04CNY

  • Detail
  • Aldrich

  • (651672)  1-(3-Hydroxyphenyl)piperazine  97%

  • 59817-32-2

  • 651672-5G

  • 1,481.22CNY

  • Detail

59817-32-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(Piperazin-1-yl)phenol

1.2 Other means of identification

Product number -
Other names 3-piperazin-1-ylphenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:59817-32-2 SDS

59817-32-2Relevant academic research and scientific papers

Gasotransmitter Regulation of Phosphatase Activity in Live Cells Studied by Three-Channel Imaging Correlation

Ou, Pan,Zhang, Ruilong,Liu, Zhengjie,Tian, Xiaohe,Han, Guangmei,Liu, Bianhua,Hu, Zhangjun,Zhang, Zhongping

supporting information, p. 2261 - 2265 (2019/01/29)

Enzyme activity in live cells is dynamically regulated by small-molecule transmitters for maintaining normal physiological functions. A few probes have been devised to measure intracellular enzyme activities by fluorescent imaging, but the study of the re

Two-photon ratiometric fluorescent probe compound for detecting aminopeptidase N, and preparation method thereof

-

Paragraph 0014; 0015, (2019/10/23)

The invention discloses a preparation method of a two-photon ratiometric fluorescent probe compound for detecting aminopeptidase N. The structure of the fluorescent compound is represented by formulaI. The probe compound is designed based on the principle of fluorescence resonance energy transfer, a two-photon naphthalene derivative is selected as an energy donor, a p-methylaminophenol fluorophore is used as an energy acceptor, and alanine is introduced as an aminopeptidase N specific recognition unit. The aminopeptidase N is used to preferentially hydrolyze an N-terminal alanyl group, whichcauses the proportional change in a fluorescence emission signal. The compound has the advantages of high sensitivity, high selectivity, large emission shift, and quickness in detection of the aminopeptidase N, can be successfully applied to two-photon fluorescence imaging in living cells and tissues, and provides a potential tool for clinical detection of kidney injuries.

N-(2-acetyl-4-morpholinophenyl amide derivatives for inducing differentiation of mesenchymal stem cells to endothelial cells

-

Paragraph 0146-0153; 0166-0168, (2021/10/26)

The present invention refers to mesenchymal stem cells the vascular endothelial cells inducing their differentiation to the rarity piperidinyl/molpholine for containing amide derivatives and provides use thereof in medicaments. Said amide derivatives the middle ply treated with a vascular endothelial mesenchymal stem cells specifically cells differentiation induction, and are by using an balloon expansion alcoholic beverage like damage for vascular endothelial cells, such as by a vascular event for the effective treatment is enabled.

A FRET-based ratiometric fluorescent and colorimetric probe for the facile detection of organophosphonate nerve agent mimic DCP

Xuan, Weimin,Cao, Yanting,Zhou, Jiahong,Wang, Wei

supporting information, p. 10474 - 10476 (2013/11/06)

A FRET ratiometric fluorescent probe enabling a fast and highly sensitive response to OP nerve agent mimic DCP within 1 min and with as low as 0.17 ppm concentration detection limit has been developed. Moreover, the probe exhibits noticeable color changes

1-Substituted 4-(3-Hydroxyphenyl)piperazines are pure opioid receptor antagonists

Carroll, F. Ivy,Cueva, Juan Pablo,Thomas, James B.,Mascarella, S. Wayne,Runyon, Scott P.,Navarro, Hernan A.

scheme or table, p. 365 - 369 (2010/11/18)

This report describes the discovery that 1-substituted 4-(3-hydroxyphenyl) piperazines are pure opioid receptor antagonists. Compounds in this new series include N-phenylpropyl (3S)-3-methyl-4-(3-hydroxyphenyl)piperazine and (3R)-3-methyl-4-(3-hydroxyphenyl)piperazine, both of which display low nanomolar potencies at μ, δ, and κ receptors and pure antagonist properties in a [35S]GTPγS assay.

A general and convenient synthesis of N-aryl piperazines

Liu, Kevin G.,Robichaud, Albert J.

, p. 7921 - 7922 (2007/10/03)

A general and convenient synthesis of N-aryl piperazines from bis(2-chloroethyl)amine hydrochloride and a broad range of anilines in diethylene glycol monomethyl ether is described.

Synthesis of fluorescein derivatives containing metal-coordinating heterocycles

Clark, Matthew A.,Hilderbrand, Scott A.,Lippard, Stephen J.

, p. 7129 - 7131 (2007/10/03)

Fluorescein derivatives that contain Lewis basic heterocycles have been synthesized by concise reaction sequences. The preparation of these compounds proceeds by functionalization of an electron-rich aromatic precursor and subsequent condensation to form the fluorophore. These compounds are envisioned as components of metal-based sensors.

Coordination complexes for detecting analytes, and methods of making and using the same

-

, (2008/06/13)

The present invention is directed, in part, to coordination complexes for detecting analytes, and methods of making and using the same.

2,2-DIPHENYLBUTANAMIDE DERIVATIVES AND MEDICINES CONTAINING THE SAME

-

, (2008/06/13)

2,2-Diphenylbutanamide derivatives represented by the following formula (1): [wherein A represents -(CH2)n- (n is 1 or 2) or a methine (CH) group; when A is -CH2-, B represents a methine group or a nitrogen atom, with A and B forming a single bond; when A is -(CH2)2-, B represents a nitrogen atom, with A and B forming a single bond; when A is a methine group, B represents a quaternary carbon atom, with A and B forming a double bond; each of R1 and R2, which are identical to or different from each other, represents a hydrogen atom, a lower alkyl group, or a cycloalkyl group, or R1 and R2 may form a heterocyclic ring together with the adjacent nitrogen atom; and Ar represents an optionally substituted phenyl group, bicyclic aromatic ring, monocyclic heterocyclic ring, bicyclic heterocyclic ring, or fluorene group]; or salts of the derivatives. The derivatives or salts thereof exhibit excellent μ-opioid agonist activity and analgesic activity against neuropathic pain, and are useful as medicines such as peripheral analgesic drugs and neuropathic pain relieving drugs.

New μ-opioid receptor agonists with piperazine moiety

Komoto,Okada,Sato,Niino,Oka,Sakamoto

, p. 1314 - 1320 (2007/10/03)

New μ-opioid receptor (MOR) agonists containing piperazine and homopiperazine moieties in the structures were synthesized and their affinities to and agonist potencies on MOR were evaluated. Among the synthesized compounds, 4-[4-(2-methoxyphenyl)piperazin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide (20Aa) showed the highest affinity to the human MOR expressed in Chinese hamster ovary (CHO)-K1 cells, and the highest agonist potency on the MOR in isolated guinea-pig ileum preparation.

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