Product Name

  • Name

    Cuscohygrine

  • EINECS
  • CAS No. 454-14-8
  • Density 0.989 g/cm3
  • Solubility soluble in water
  • Melting Point
  • Formula C13H24N2O
  • Boiling Point 312.4 °C at 760 mmHg
  • Molecular Weight 224.346
  • Flash Point 118 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 454-14-8 (Cuscohygrine)
  • Hazard Symbols
  • Synonyms 2-Propanone,1,3-bis(1-methyl-2-pyrrolidinyl)-, (R*,S*)-;Cuscohygrine (6CI,7CI,8CI);Bellaradin;Bellaradine;Cuscohygrine, meso-;Cuskhygrin;Cuskhygrine;meso-Cuscohygrine;
  • PSA 23.55000
  • LogP 1.39990

Synthetic route

1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

acetonedicarboxylic acid
542-05-2

acetonedicarboxylic acid

cuscohygrine
454-14-8

cuscohygrine

Conditions
ConditionsYield
With lithium aluminium tetrahydride anschliessende Decarboxylierung;
acetonedicarboxylic acid
542-05-2

acetonedicarboxylic acid

4-methylamino-butyraldehyde
7729-27-3

4-methylamino-butyraldehyde

cuscohygrine
454-14-8

cuscohygrine

Conditions
ConditionsYield
With aqueous solution of pH 7 Erhitzen des Reaktionsprodukts unter vermindertem Druck;
1,3-bis-(1-methyl-pyrrol-2-yl)-acetone
857419-87-5

1,3-bis-(1-methyl-pyrrol-2-yl)-acetone

cuscohygrine
454-14-8

cuscohygrine

Conditions
ConditionsYield
With palladium; acetic acid Hydrogenation;
With acetic acid; platinum Hydrogenation;
chromium(lll) acetate
1066-30-4

chromium(lll) acetate

dihydrocuscohygrine
80408-55-5, 80408-56-6

dihydrocuscohygrine

cuscohygrine
454-14-8

cuscohygrine

Conditions
ConditionsYield
isomer(ic) II;
isomer(ic) I;
1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

acetonedicarboxylic acid
542-05-2

acetonedicarboxylic acid

diethyl ether
60-29-7

diethyl ether

lithium alanate

lithium alanate

A

cuscohygrine
454-14-8

cuscohygrine

B

(+-)-hygrine

(+-)-hygrine

Conditions
ConditionsYield
in gepufferter wss. Loesung;
cuscohygrine
454-14-8

cuscohygrine

methyl iodide
74-88-4

methyl iodide

1,1,1',1'-tetramethyl-2,2'-(2-oxo-propanediyl)-bis-pyrrolidinium; diiodide
59884-19-4, 62209-22-7

1,1,1',1'-tetramethyl-2,2'-(2-oxo-propanediyl)-bis-pyrrolidinium; diiodide

Conditions
ConditionsYield
With ethanol im Druckgefaess;
cuscohygrine
454-14-8

cuscohygrine

(+/-)-hygrine
45771-52-6

(+/-)-hygrine

Conditions
ConditionsYield
With hydrogenchloride at 180℃;
With potassium hydroxide; diethyl ether laengeres Stehen;
With potassium hydroxide 8-stdg. Kochen;
cuscohygrine
454-14-8

cuscohygrine

(1-methyl-pyrrolidin-2-yl)-acetic acid ethyl ester
5370-14-9

(1-methyl-pyrrolidin-2-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With nitrogen oxides; sodium ethanolate at 10 - 15℃;
cuscohygrine
454-14-8

cuscohygrine

A

n-Undecane
1120-21-4

n-Undecane

B

6-undecanol
23708-56-7

6-undecanol

Conditions
ConditionsYield
With ethanol; sodium erschoepfende Methylierung des Reaktionsgemisches und folgende Hydrierung mit Wasserstoff und kolloidalem Platin in 50 prozentiger Essigsaeure;
cuscohygrine
454-14-8

cuscohygrine

1,3-bis-(1-methyl-pyrrolidin-2-yl)-acetone-hydrazone

1,3-bis-(1-methyl-pyrrolidin-2-yl)-acetone-hydrazone

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
cuscohygrine
454-14-8

cuscohygrine

N-methylproline
68078-09-1

N-methylproline

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
cuscohygrine
454-14-8

cuscohygrine

A

dihydrocuscohygrine
80408-55-5, 80408-56-6

dihydrocuscohygrine

B

α-dihydrocuscohygrine

α-dihydrocuscohygrine

Conditions
ConditionsYield
With sodium amalgam; water isomer(ic) II;
With ethanol; sodium at 80℃; Trennung ueber das Pikrat; isomer(ic) II;
cuscohygrine
454-14-8

cuscohygrine

A

dihydrocuscohygrine
80408-55-5, 80408-56-6

dihydrocuscohygrine

B

β-dihydrocuscohygrine

β-dihydrocuscohygrine

Conditions
ConditionsYield
With sodium amalgam; water isomer(ic) I;
With ethanol; sodium at 80℃; Trennung von der β-Form ueber das Pikrat; isomer(ic) I;
cuscohygrine
454-14-8

cuscohygrine

A

(1-methyl-pyrrolidin-2-yl)-acetone-hydrazone

(1-methyl-pyrrolidin-2-yl)-acetone-hydrazone

B

cuscohygrine-hydrazone

cuscohygrine-hydrazone

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
cuscohygrine
454-14-8

cuscohygrine

(RS)-1-methylpyrrolidine-2-acetic acid
5626-43-7, 52484-80-7

(RS)-1-methylpyrrolidine-2-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitrogen oxides; sodium ethylate / 10 - 15 °C
2: aq. barium hydroxide solution
View Scheme
cuscohygrine
454-14-8

cuscohygrine

2-ethoxycarbonylmethyl-1,1-dimethyl-pyrrolidinium; iodide

2-ethoxycarbonylmethyl-1,1-dimethyl-pyrrolidinium; iodide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitrogen oxides; sodium ethylate / 10 - 15 °C
2: alcohol
View Scheme

Cuscohygrine Specification

The CAS register number of Cuscohygrine is 454-14-8. It also can be called as 1,3-Bis[(2S)-1-methylpyrrolidin-2-yl]propan-2-one and the IUPAC name about this chemical is 1,3-bis(1-methylpyrrolidin-2-yl)propan-2-one. The molecular formula about this chemical is C13H24N2O and the molecular weight is 224.34.

Physical properties about Cuscohygrine are: (1)ACD/LogP: 0.72; (2)#H bond acceptors: 3; (3)#Freely Rotating Bonds: 4; (4)Polar Surface Area: 23.55 Å2; (5)Index of Refraction: 1.488; (6)Molar Refractivity: 65.44 cm3; (7)Molar Volume: 226.7 cm3; (8)Polarizability: 25.94x10-24cm3; (9)Surface Tension: 33.4 dyne/cm; (10)Enthalpy of Vaporization: 55.34 kJ/mol; (11)Boiling Point: 312.4 °C at 760 mmHg; (12)Vapour Pressure: 0.000531 mmHg at 25°C.

The Cuscohygrine can be extracted from plants of the family Solanaceae as well, including Atropa belladonna (deadly nightshade), Datura inoxia and Datura stramonium (jimson weed).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(CC1N(C)CCC1)CC2N(C)CCC2
(2)InChI: InChI=1/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3
(3)InChIKey: ZEBIACKKLGVLFZ-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3
(5)Std. InChIKey: ZEBIACKKLGVLFZ-UHFFFAOYSA-N

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