ChemicalBook--->CAS DataBase List--->3200-06-4

3200-06-4

3200-06-4 Structure

3200-06-4 Structure
IdentificationBack Directory
[Name]

alpha-(1-Naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester oxalate
[CAS]

3200-06-4
[Synonyms]

ls121
Iridus
eu-1806
CLARANTIN
Acid oxalate
NAFRONYL OXALATE
naftidrofuryloxalate
hylester,oxalate(1:1)
Nafronyl acid oxalate
NAFRONYL OXALATE SALT
Nafronyl oxalate salt ,96%
Nafronyl oxalate salt ,99%
Nafronyl oxalate salt ,98%
Nafronyl oxalate salt USP/EP/BP
2-(diethylamino)ethyltetrahydro-alpha-(1-naphthylmethyl)-2-furanpropionateo
α-(1-naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester
alpha-(1-Naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester oxalate
α-(1-Naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester oxalate
2-(Diethylamino)ethyl tetrahydro-.alpha.-(1-naphthylmethyl)-2-furanpropionate oxalate (1:1)
2-(DiethylaMino)ethyl 3-(naphthalen-1-yl)-2-((tetrahydrofuran-2-yl)Methyl)propanoate oxalate
ALPHA-[1-NAPHTHYLMETHYL]-2-TETRAHYDROFURANPROPIONIC ACID DIETHYLAMINOETHYL ESTER OXALATE SALT
diethyl[2-[2-(1-naphthylmethyl)-3-(tetrahydro-2-furyl)propionyloxy]ethyl]ammonium hydrogen oxalate
alpha-(1-Naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester oxalate USP/EP/BP
2-Furanpropionic acid, tetrahydro-.alpha.-(1-naphthylmethyl)-, 2-(diethylamino)ethyl esteroxalate (1:1)
2-Furanpropionic acid, tetrahydro-.alpha.-(1-naphthylmethyl)-, 2-(diethylamino)ethyl ester oxalate (1:1)
2-Furanpropanoic acid, tetrahydro-.alpha.-(1-naphthalenylmethyl)-, 2-(diethylamino)ethyl ester, ethanedioate (1:1)
[EINECS(EC#)]

221-703-0
[Molecular Formula]

C26H35NO7
[MDL Number]

MFCD00079473
[MOL File]

3200-06-4.mol
[Molecular Weight]

473.56
Chemical PropertiesBack Directory
[Melting point ]

110-111°
[Boiling point ]

574°C (rough estimate)
[density ]

1.2205 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Freely soluble in water, freely soluble or soluble in ethanol (96 per cent), slightly or sparingly soluble in acetone.
[form ]

Solid
[color ]

White to off-white
[Major Application]

forensics and toxicology
pharmaceutical (small molecule)
[InChIKey]

SSAJNPNVUYMUCI-UHFFFAOYSA-N
[SMILES]

OC(=O)C(O)=O.CCN(CC)CCOC(=O)C(CC1CCCO1)Cc2cccc3ccccc23
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

22
[Safety Statements ]

36
[WGK Germany ]

3
[RTECS ]

LU5805000
[HS Code ]

29321900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Oral
[Toxicity]

LD50 oral in rat: 711mg/kg
Raw materials And Preparation ProductsBack Directory
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Originator]

Dusodril,Roland,W. Germany,1968
[Uses]

antineoplastic
[Manufacturing Process]

30 grams (0.106 mol) of β-(1-naphthyl)-β'-tetrahydrofuryl isobutyric acid are heated under reflux for 8 1/2 hours in 230 cc of isopropanol with 14 grams (0.103 mol) of β-chloroethyl-N-diethylamine. After evaporation of the isopropanol in vacuo, the syrupy residue is treated with a solution of K2CO3. Extraction with ether is carried out after drying over Na2SO4.
Distillation of the extract yields 28.5 grams of a very viscous yellow liquid with a BP0.95-1.09millibar = 198° to 202°C. The yield is 70.5% (theoretical quantity = 40.5 grams).1.3 grams (0.0103 mol) of dihydrated oxalic acid are dissolved while being made tepid in 8 cc of acetone. The cooled solution has added thereto 4 grams (0.0104 mol) of N-diethylaminoethyl-β-(1-naphthyl)-β'- tetrahydrofuryl isobutyrate, obtained according to the process described above and dissolved in 10 cc of acetone. The solution is brought to boiling point for 15 minutes. After cooling to ambient temperature, it is placed in a refrigerator. Crystallization occurs after 2 hours, the crystals which have formed are separated by centrifuging, and after washing in hexane and drying in vacuo 3.5 grams of white crystals are obtained. After being recrystallized three times, in alcohol and then in a mixture of alcohol and ethyl acetate, the product is analytically pure and has a MP = 110° to 111°C (heating stage).
[Brand name]

Praxilene (Lipha, S.A., France).
[Therapeutic Function]

Vasodilator
[Biological Activity]

Vasodilator
[Clinical Use]

Vasodilator:
Peripheral and cerebral vascular disease
[Drug interactions]

Potentially hazardous interactions with other drugs
None known
[Metabolism]

Metabolised by plasma pseudo-cholinesterases to 3 active metabolites.
Spectrum DetailBack Directory
[Spectrum Detail]

alpha-(1-Naphthylmethyl)-2-tetrahydrofuranpropionic acid diethylaminoethyl ester oxalate(3200-06-4)1HNMR
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