Norarecoline Hydrochloride

HCID 201540CAS 6197-39-3

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Basic information

Standard SMILES: COC(=O)C1=CCCNC1.Cl
InChIKey: ZWALOEQHJRUTKM-UHFFFAOYSA-N
Molecular formula: C7H12ClNO2
Average molar mass: 177.63 g/mol
Monoisotopic mass: 177.0556563

Names & identifiers

Preferred name: Norarecoline Hydrochloride
IUPAC: methyl 1,2,3,6-tetrahydropyridine-5-carboxylate;hydrochloride
English name: Methyl 1,2,5,6-Tetrahydropyridine-3-carboxylate Hydrochloride
Molecular formula: C7H12ClNO2
Molecular weight: 177.62868

Names & synonyms

6197-39-3Guvacoline hydrochlorideGuvacine methyl ester hydrochlorideDTXSID102109961,2,5,6-Tetrahydro-3-pyridinecarboxylic acid methyl ester hydrochloride3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-, methyl ester, hydrochlorideNicotinic acid, 1,2,5,6-tetrahydro-, methyl ester, hydrochlorideRefChem:166544DTXCID40133487Nicotinic acid, 1,2,5,6-tetrahydro-, methyl ester, hydrochloride (7CI)Methyl 1,2,5,6-tetrahydropyridine-3-carboxylate hydrochlorideGuvacoline (hydrochloride)

Show more names

Norarecoline hydrochloridemethyl 1,2,3,6-tetrahydropyridine-5-carboxylate,hydrochloridemAChR,Inhibitor,Guvacoline hydrochloride,Guvacoline,inhibit,Muscarinic acetylcholine receptor

MFCD01692012Guvacoline HClmethyl 1,2,3,6-tetrahydropyridine-5-carboxylate;hydrochloride3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-, methyl ester,hydrochloridemethyl 1,2,5,6-tetrahydro-3-pyridinecarboxylate hydrochlorideorb1220574orb1301474SCHEMBL3017447

Database identifiers

CAS: 6197-39-3
PubChem CID: 201540
DTXSID: DTXSID10210996
EC Number: 854-692-1

Properties

Computed structural properties

Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 163

Physicochemical properties

Melting point: 121 · 121-122 °C
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO
form: Solid
color: Light yellow
Major Application: food and beveragespharmaceutical
InChI: InChI=1S/C7H11NO2.ClH/c1-10-7(9)6-3-2-4-8-5-6;/h3,8H,2,4-5H2,1H3;1H
InChIKey: ZWALOEQHJRUTKM-UHFFFAOYSA-N
SMILES: C1NCCC=C1C(OC)=O.[H]Cl
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501
WGK Germany: 3 · WGK 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: WGK 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Chemistry & industry

Applications · 1 item

UsesGuvacoline Hydrochloride is an intermediate in the synthesis of N-Nitrosoguvacoline (N527625), one of the N-nitrosation products of arecoline. It is the only one N-nitrosamine found in Taiwanese betel quid chewing saliva. It is used as a standard for the determination of Nitrosamine in tobacco smoke.