Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Amorolfine

Related Products

Hot Products

Name

Amorolfine

EINECS N/A
CAS No. 78613-35-1 Density 0.925 g/cm3
PSA 12.47000 LogP 4.59990
Solubility N/A Melting Point 134oC
Formula C21H35NO Boiling Point 407.077 °C at 760 mmHg
Molecular Weight 317.515 Flash Point 119.612 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 26-36 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 78613-35-1 (Amorolfine) Hazard Symbols HarmfulXn
Synonyms

Morpholine,4-[3-[4-(1,1-dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, cis-;Loceryl;Ro 14-4767;Ro 14-4767/000;(+/-)-cis-2,6-Dimethyl-4-[2-methyl-3-(p-tert-pentylphenyl)propyl]morpholine;

Article Data 6

Amorolfine Synthetic route

C21H33NO2

78613-35-1

amorolfine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 30℃; Reagent/catalyst; Inert atmosphere;93%
75-85-4

tert-Amyl alcohol

922734-43-8

(2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride

78613-35-1

amorolfine

Conditions
ConditionsYield
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride With sulfuric acid In dichloromethane at -10℃; for 0.166667h;
Stage #2: tert-Amyl alcohol In dichloromethane at -10 - 20℃;
91.64%
sulfuric acid In dichloromethane at -5℃; for 1h; Friedel Crafts Alkylation;

amorolfine hydrochloride

78613-35-1

amorolfine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water pH=13; Product distribution / selectivity;90%

C16H26O3S

141-91-3, 6485-45-6, 6485-55-8

cis-2,6-dimethylmorpholine

78613-35-1

amorolfine

Conditions
ConditionsYield
With triethylamine In toluene at 25℃; for 8h; Solvent; Reagent/catalyst;87%
594-36-5

2-methyl-2-butylchloride

78613-35-1

amorolfine

Conditions
ConditionsYield
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride With iron(III) chloride In dichloromethane
Stage #2: 2-methyl-2-butylchloride In dichloromethane at -20 - 20℃;
Stage #3: With sodium hydroxide; water Product distribution / selectivity; more than 3 stages;
8%
Multi-step reaction with 4 steps
1.1: iron(III) chloride / dichloromethane / 0 - 5 °C
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 1 h / 25 - 30 °C
2.2: 25 - 30 °C
3.1: palladium on activated charcoal; hydrogen / ethanol / 35 - 40 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 30 °C / Inert atmosphere
View Scheme
594-36-5

2-methyl-2-butylchloride

A

78613-35-1

amorolfine

B

67564-91-4

cis-4-<3-(4-tert-butylphenyl)-2-methylpropyl>-2,6-dimethylmorpholine

Conditions
ConditionsYield
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride With iron(III) chloride In dichloromethane
Stage #2: 2-methyl-2-butylchloride In dichloromethane at -52 - -20℃;
Stage #3: With sodium hydroxide; water Product distribution / selectivity; more than 3 stages;
A n/a
B 0.14%
922734-43-8

(2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride

594-36-5

2-methyl-2-butylchloride

78613-35-1

amorolfine

Conditions
ConditionsYield
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride; Friedel-Craft catalyst In dichloromethane at -20℃;
Stage #2: 2-methyl-2-butylchloride In dichloromethane Reactivity (does not react); Friedel Crafts Alkylation;
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride; Friedel-Craft catalyst In dichloromethane at 0 - 30℃;
Stage #2: 2-methyl-2-butylchloride In dichloromethane Product distribution / selectivity; Friedel Crafts Alkylation;
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride; Friedel-Craft catalyst In dichloromethane at 20 - 30℃;
Stage #2: 2-methyl-2-butylchloride In dichloromethane at -50℃; for 2.5h; Friedel Crafts Alkylation;
Stage #3: With hydrogenchloride; sodium hydroxide Product distribution / selectivity; more than 3 stages;
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride; iron(III) chloride In dichloromethane at 33℃; for 0.166667h; Friedel Crafts Alkylation;
Stage #2: 2-methyl-2-butylchloride In dichloromethane at -20℃; for 2.5h; Product distribution / selectivity;
922734-43-8

(2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride

594-36-5

2-methyl-2-butylchloride

A

78613-35-1

amorolfine

B

67564-91-4

cis-4-<3-(4-tert-butylphenyl)-2-methylpropyl>-2,6-dimethylmorpholine

Conditions
ConditionsYield
Stage #1: (2R,6S)-2,6-dimethyl-4-(2-methyl-3-phenylpropyl)morpholine hydrochloride; Friedel-Craft catalyst In dichloromethane
Stage #2: 2-methyl-2-butylchloride In dichloromethane at -52 - -20℃; Product distribution / selectivity; Friedel Crafts Alkylation;
1895-97-2

2-methyl-3-phenylacrylic acid

78613-35-1

amorolfine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: magnesium / methanol / 60 - 70 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 35 °C
3.2: pH 3 - 4
4.1: sulfuric acid / dichloromethane / 0.17 h / -10 °C
4.2: -10 - 20 °C
View Scheme
141-91-3, 6485-45-6, 6485-55-8

cis-2,6-dimethylmorpholine

78613-35-1

amorolfine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: magnesium / methanol / 60 - 70 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 35 °C
3.2: pH 3 - 4
4.1: sulfuric acid / dichloromethane / 0.17 h / -10 °C
4.2: -10 - 20 °C
View Scheme

Amorolfine Specification

The Amorolfine, with the CAS registry number 78613-35-1, is also known as (+/-)-cis-2,6-Dimethyl-4-[2-methyl-3-(p-tert-pentylphenyl)propyl]morpholine. This chemical's molecular formula is C21H35NO and molecular weight is 317.51. What's more, its systematic name is (2R,6S)-2,6-Dimethyl-4-{2-methyl-3-[4-(2-methyl-2-butanyl)phenyl]propyl}morpholine. Its classification code is Antimycotic. This chemical is a morpholine antifungal drug that inhibits D14 reductase and D7-D8 isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membranes.

Physical properties of Amorolfine are: (1)ACD/LogP: 5.636; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.82; (4)ACD/LogD (pH 7.4): 5.37; (5)ACD/BCF (pH 5.5): 172.03; (6)ACD/BCF (pH 7.4): 6085.90; (7)ACD/KOC (pH 5.5): 421.85; (8)ACD/KOC (pH 7.4): 14923.66; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.489; (14)Molar Refractivity: 99.093 cm3; (15)Molar Volume: 343.401 cm3; (16)Polarizability: 39.284×10-24cm3; (17)Surface Tension: 30.99 dyne/cm; (18)Density: 0.925 g/cm3; (19)Flash Point: 119.612 °C; (20)Enthalpy of Vaporization: 65.89 kJ/mol; (21)Boiling Point: 407.077 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O2[C@@H](CN(CC(C)Cc1ccc(cc1)C(C)(C)CC)C[C@@H]2C)C
(2)Std. InChI: InChI=1S/C21H35NO/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22/h8-11,16-18H,7,12-15H2,1-6H3/t16?,17-,18+
(3)Std. InChIKey: MQHLMHIZUIDKOO-AYHJJNSGSA-N 

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 78613-35-1