1-(2-Methoxyphenyl)piperazine (HCID 1346)

Overview

1-(2-methoxyphenyl)piperazine is a member of piperazines.

Names & identifiers

Preferred name: 1-(2-Methoxyphenyl)piperazine
IUPAC: 1-(2-methoxyphenyl)piperazine
English name: 1-(2-Methoxyphenyl)piperazine
Molecular formula: C11H16N2O
Molecular weight: 192.26

Names & synonyms

1-(2-Methoxyphenyl)piperazine35386-24-4N-(2-methoxyphenyl)piperazine81NJO1330Ao-methoxyphenylpiperazineDTXSID40188871D-15157RefChem:4224241-(ortho-methoxyphenyl)piperazineDTXCID00111362252-537-71-(2-Methoxyphenyl)-piperazine

Show more names

D 15157AKOS BBS-00003584Uradil impurity 18Urapidil Impurity 6TIMTEC-BB SBB003620RARECHEM AH CK 01262-PiperazinoanisoleUrapidil Impurity CLABOTEST-BB LT00233095

2-MPP1-(o-Methoxyphenyl)piperazinePiperazine, 1-(2-methoxyphenyl)-1-(2-Methoxy-phenyl)-piperazineMFCD000059582-methoxyphenylpiperazine1-(2-methoxy phenyl) piperazine1-(o-Anisyl)piperazine

Database identifiers

CAS: 35386-24-4
PubChem CID: 1346
DTXSID: DTXSID40188871
ChEMBL: CHEMBL9666
ChEBI: CHEBI:104020
UNII: 81NJO1330A
EC Number: 252-537-7
Nikkaji: J149.916E

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 24.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 169

Experimental & physicochemical properties

DrugsDEA NFLIS-Drug Category -> Piperazines (Stimulant)

LogP1.09

Collision Cross Section140.5 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 35 · 35-40 °C (lit.)
Boiling point: 130 · 130-133 °C/0.1 mmHg (lit.)
Density: 1.095 g/mL · 1.095 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.575(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Liquid After Melting
pka: 8.98 · 8.98±0.10(Predicted)
color: Clear colorless to yellow
Water Solubility: Soluble in chloroform, ethyl acetate, and methanol. Insoluble in water
Sensitive: Air Sensitive
BRN: 167888 · 167888
InChI: InChI=1S/C11H16N2O/c1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3
InChIKey: VNZLQLYBRIOLFZ-UHFFFAOYSA-N
SMILES: N1(C2=CC=CC=C2OC)CCNCC1
LogP: 1.67 · 1.67
CAS DataBase Reference: 35386 · 35386-24-4(CAS DataBase Reference)
FDA UNII: 81 NJO1330A · 81NJO1330A
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C,Xi
Risk Statements: 34 · 34-36/37/38
Safety Statements: 26 · 26-36/37/39-45-28A-36
RIDADR: 3263 · UN 3263 8/PG 3
WGK Germany: 3 · 3
F: 3 · 3-10
Hazard Note: Irritant
HazardClass: 8 · 8
PackingGroup: Ⅲ
HS Code: 29349990 · 29349990
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 12.3% (7 of 57) of reports.

Danger

H314 (84.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 9 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 19-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20083

Hazard Classes and CategoriesSkin Corr. 1B (84.2%)

Safety data

F: 3-10
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3263 8/PG 3
hs_code: 29349990
risk_code: 34-36/37/38
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C,Xi
hazard_note: Irritant
safety_code: 26-36/37/39-45-28A-36
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: Ⅲ
Hazard statements: H314
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Applications · 3 items

UsesA piperazine derivative and a selective antagonist at D3 receptors that influences the expression of cocaine-induced conditioned place preference (CPP).

UsesIt is used as pharmaceutical intermediate. N-alkylated 1-(2-methyoxyphenyl)piperazines markedly improved affinity and selectivity of the dopamine D3 receptor which is recognized as a potential therapeutic target for the treatment of various neurological and psychiatric disorders.

Uses1-(2-Methoxyphenyl)piperazine can be used:To functionalize pyrazolylvinyl ketones via Aza-Michael addition reaction.To prepare cyclic amine substituted Trger′s base derivatives.To prepare functionalized bis(mercaptoimidazolyl)borates by reacting with the activated ester, [(1-methyl-2-mercaptoimidazol-5-yl)carbonyl]succinimide.