CAS 1149-23-1 Hantzsch ester (HCID 70849)

Names & identifiers

Preferred name: Hantzsch ester
IUPAC: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
English name: Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
Molecular formula: C13H19NO4
Molecular weight: 253.29

Names & synonyms

1149-23-1Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylateEtidinHantzsch esterDiethoneHantzsch's dihydropyridine3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-, diethyl esterdiludinGWN6123BUG2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridineDTXSID801508952,6-dimethyl-3,5-dicarbethoxy-1,4-dihydropyridine

Show more names

hantzschesterhantzsch esters1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER1,4-dihydro-2,6-dimethyLhantzsch’sdihydropyridine

ethidinDM-DEOC-DHPRefChem:139231DTXCID4073386DiludineEthidinediethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylateMFCD00005951

Database identifiers

CAS: 1149-23-1
PubChem CID: 70849
DTXSID: DTXSID80150895
ChEMBL: CHEMBL1521734、CHEMBL3194512
UNII: GWN6123BUG
EC Number: 214-561-6
Nikkaji: J140.363J

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 64.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 18
Formal charge: 0
Complexity: 383

Physicochemical properties

Melting point: 178 · 178-183 °C(lit.)
Boiling point: 351.8 · 351.8±42.0 °C(Predicted)
Density: 1.104 · 1.104±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Soluble in organic solvents.
pka: 3.5 · 3.50±0.70(Predicted)
form: Solid
color: Yellow
λmax: 374 nm · 374nm(EtOH)(lit.)
InChI: InChI=1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3
InChIKey: LJXTYJXBORAIHX-UHFFFAOYSA-N
SMILES: C1(C)NC(C)=C(C(OCC)=O)CC=1C(OCC)=O
CAS DataBase Reference: 1149 · 1149-23-1(CAS DataBase Reference)
FDA UNII: 6123 BUG · GWN6123BUG
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26
WGK Germany: 2 · 2
RTECS: 7970100 · US7970100
HS Code: 29333990 · 29333990
Toxicity: 50 oral · LD50 oral in dog: > 12gm/kg

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.8%)

Safety data

wgk: 2
rtecs: US7970100
hs_code: 29333990
Toxicity: LD50 oral in dog: > 12gm/kg
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

UsesDiethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is a hydrogen source in conjugate reduction and organocatalytic reductive amination. It is used as a hydrogen source in organocatalytic reductive amination and conjugate reduction.

Uses3,5-Dicarboethoxy-2,6-dimethyl-1,4-dihydropyridine is a dihydropyridine derivative that have been tested for antimicrobial activities.