CAS 79-55-0 Pempidine (HCID 6603)

Overview

1,2,2,6,6-pentamethylpiperidine is a member of piperidines.

Names & identifiers

Preferred name: Pempidine
IUPAC: 1,2,2,6,6-pentamethylpiperidine
English name: 1,2,2,6,6-Pentamethylpiperidine
Molecular formula: C10H21N
Molecular weight: 155.28

Names & synonyms

Pempidine1,2,2,6,6-Pentamethylpiperidine79-55-0PyrileneTenormalPerolysenPIPERIDINE, 1,2,2,6,6-PENTAMETHYL-PempidinaPempidinumM+B 4486N5I18JI9D6DTXSID7046962

Show more names

Pentamethylpiperidine1,2,2,6,6-pentamethylenepiperidineN-Methyl-2,2,6,6-TetramethylpiperidinePMPm+b4486M&B 4486

NSC-758448RefChem:170733pirilenum (for the tosilate)DTXCID5026962201-211-21,2,2,6,6-Pentamethyl-piperidineMFCD00006493MLS004734620

Database identifiers

CAS: 79-55-0
PubChem CID: 6603
DTXSID: DTXSID7046962
ChEMBL: CHEMBL1617409
ChEBI: CHEBI:94718
UNII: N5I18JI9D6
EC Number: 201-211-2
Nikkaji: J4.234J

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 3.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 131

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Cyclic

Human DrugsPharmaceuticals

Physical DescriptionLiquid; [Merck Index] Colorless liquid; [Aldrich MSDS]

Collision Cross Section137.87 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 25 °C · <25 °C
Boiling point: 187 · 187-188 °C(lit.)
Density: 0.858 g/mL · 0.858 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.460(lit.)
Flash point: 122 °F · 122 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: Soluble in toluene, dimethylformamide.
form: Liquid
pka: 11.25 · 11.25(at 30℃)
color: Clear colorless to light yellow
Sensitive: Air Sensitive
Merck: 14 · 14,7080
BRN: 103806 · 103806
InChI: 1S/C10H21N/c1-9(2)7-6-8-10(3,4)11(9)5/h6-8H2,1-5H3
InChIKey: XULIXFLCVXWHRF-UHFFFAOYSA-N
SMILES: CN1C(C)(C)CCCC1(C)C
CAS DataBase Reference: 79 · 79-55-0(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5 I18JI9D6 · N5I18JI9D6
EPA Substance Registry System: 1 · Piperidine, 1,2,2,6,6-pentamethyl- (79-55-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS06
Signal word: Danger
Hazard statements: 226 · H226-H301-H315-H319-H335
Precautionary statements: 210 · P210-P301+P310+P330-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 10 · 10-22-36/37/38
Safety Statements: 26 · 26-36/37
RIDADR: 1992 · UN 1992 3/PG 3
WGK Germany: 3 · 3
RTECS: 2190000 · TN2190000
F: 10 · 10-34
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29333999 · 29333999
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Toxicity: 50 orl-mus: · LD50 orl-mus: 275 mg/kg NATUAS 184,1707,59

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationPempidine: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; [Aldrich MSDS] See Piperidine.

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-34
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: TN2190000
ridadr: UN 1992 3/PG 3
hs_code: 29333999
Toxicity: LD50 orl-mus: 275 mg/kg NATUAS 184,1707,59
risk_code: 10-22-36/37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS06
hazard_code: Xn
safety_code: 26-36/37
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H301-H315-H319-H335
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P301+P310+P330-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 3 items

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Agents having as their major action the interruption of neural transmission at nicotinic receptors on postganglionic autonomic neurons. Because their actions are so broad, including blocking of sympathetic and parasympathetic systems, their therapeutic use has been largely supplanted by more specific drugs. They may still be used in the control of blood pressure in patients with acute dissecting aortic aneurysm and for the induction of hypotension in surgery.

Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses.

Uses & manufacturing

Uses · 1 item

The tartrate salt is used as a therapeutic anti-hypertensive; [Merck Index] A nicotinic antagonist most commonly used as an experimental tool. It has been used as a ganglionic blocker in the treatment of hypertension but has largely been supplanted for that purpose by more specific drugs. [ChemIDplus]

Use ClassificationPharmaceuticals

General Manufacturing InformationPiperidine, 1,2,2,6,6-pentamethyl-: ACTIVE

Applications · 4 items

Usesganglionic blocker, antihypertensive

Uses1,2,2,6,6-Pentamethylpiperidine is used in the synthesis of BN-fused polycyclic aromatic molecules for potential application to electronic materials and apparatus. In addition, it is a catalyst for th e chemoselective silylation of benzylic alcohols.

UsesPharmacological evaluation of the antagonism of nicotine's central effects by mecamylamine and pempidine where pempidine was found to increase the ED50 of nicotine (0.73 mg/kg) for depression of spontaneous activity in a dose-related manner. At a dose of 3 mg/kg, pempidine increased nicotine's ED50 4.7-fold.

General DescriptionThe focal 1,8-naphthalimide fluorophores in the antennae were modified with 1,2,2,6,6-pentamethylpiperidine to improve their photostability.