Product Name

  • Name

    Ciclopirox ethanolamine

  • EINECS 255-464-9
  • CAS No. 41621-49-2
  • Article Data1
  • CAS DataBase
  • Density 0.41g/cm3 at 25℃
  • Solubility
  • Melting Point 144 °C
  • Formula C12H17NO2.C2H7NO
  • Boiling Point 350 °C at 760 mmHg
  • Molecular Weight 268.356
  • Flash Point 165.5 °C
  • Transport Information
  • Appearance White or pale yellow crystalline powder
  • Safety 26-36-22
  • Risk Codes 36/37/38-42/43-20/22
  • Molecular Structure Molecular Structure of 41621-49-2 (Ciclopirox ethanolamine)
  • Hazard Symbols IrritantXi, HarmfulXn
  • Synonyms 2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compd. with 2-aminoethanol (1:1);Batrafen;HOE 296;Ciclopiroxolamine;Ciclopiroxethanolamine salt;6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone, 2-aminoethanol salt;2-aminoethanol; 6-cyclohexyl-1-hydroxy-4-methyl-pyridin-2-one;6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridon, 2-aminoethanol-salz [German];6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone compound with 2-aminoethanol (1:1);6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone ethanolamine salt;Loprox (TN);Loprox;Ciclopirox ethanolamine salt (1:1);Prestwick_785;6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one, compound with 2-aminoethanol (1:1);Ciclopirox olamine (JAN/USP);Ciclopiroxolamin;Ciclopirox olamine;Batrafen;Ciclopiroxol amine;2 (1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compd. with 2-aminoethanol (1:1);
  • PSA 88.48000
  • LogP 2.07940

Synthetic route

CICLOPIROX
29342-05-0

CICLOPIROX

ethanolamine
141-43-5

ethanolamine

cyclopirox olamine
41621-49-2

cyclopirox olamine

Conditions
ConditionsYield
In ethyl acetate at 50℃; for 0.5h;
3-Methylbutenoic acid
541-47-9

3-Methylbutenoic acid

cyclopirox olamine
41621-49-2

cyclopirox olamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid / 5 h / Reflux
2.1: aluminum (III) chloride / dichloromethane / 3 h / Reflux
2.2: 20 h / 20 - 30 °C
2.3: 1 h / 20 °C
3.1: ethyl acetate / 0.5 h / 50 °C
View Scheme
Cyclohexanecarboxylic acid
98-89-5

Cyclohexanecarboxylic acid

cyclopirox olamine
41621-49-2

cyclopirox olamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine; thionyl chloride / 3 h / Reflux
2.1: aluminum (III) chloride / dichloromethane / 3 h / Reflux
2.2: 20 h / 20 - 30 °C
2.3: 1 h / 20 °C
3.1: ethyl acetate / 0.5 h / 50 °C
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

CICLOPIROX
29342-05-0

CICLOPIROX

Conditions
ConditionsYield
With hydrogenchloride In water84%
With hydrogenchloride In water; ethyl acetate84%
cyclopirox olamine
41621-49-2

cyclopirox olamine

di-tert-butyl (((6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-yl)oxy)methyl) phosphate

di-tert-butyl (((6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-yl)oxy)methyl) phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil / 2.5 h / 0 - 20 °C
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
3: palladium on activated charcoal; hydrogen / tetrahydrofuran
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water
2: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
3: palladium on activated charcoal; hydrogen / tetrahydrofuran
4: sodium cation
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
4: sodium cation
View Scheme
Multi-step reaction with 5 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
4: sodium carbonate / water; acetonitrile
5: sodium cation
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl dihydrogen phosphate

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl dihydrogen phosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
3: palladium on activated charcoal; hydrogen / tetrahydrofuran
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
4: sodium carbonate / water; acetonitrile
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

tert-butyl (((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl) hydrogen phosphate

tert-butyl (((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl) hydrogen phosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: sodium hydride / 2.5 h / 0 - 20 °C
3: sodium carbonate / water; acetonitrile
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

dibenzyl (((6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-yl)oxy)methyl) phosphate

dibenzyl (((6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-yl)oxy)methyl) phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water
2: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

A

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl dihydrogen phosphate

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl dihydrogen phosphate

B

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil / 2.5 h / 0 - 20 °C
3: tetrahydrofuran; dichloromethane / 2 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
3: palladium on activated charcoal; hydrogen / tetrahydrofuran / 3 h / 20 °C
View Scheme
cyclopirox olamine
41621-49-2

cyclopirox olamine

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

((6-cyclohexyl-4-methylpyridin-1(2H)-yl)oxy)methyl phosphate disodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil / 2.5 h / 0 - 20 °C
3: tetrahydrofuran; dichloromethane / 2 h / 20 °C
4: sodium
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water; ethyl acetate
2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
3: palladium on activated charcoal; hydrogen / tetrahydrofuran / 3 h / 20 °C
4: sodium
View Scheme

Ciclopirox ethanolamine Specification

The IUPAC name of Ciclopirox ethanolamine is 2-aminoethanol; 6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one. With the CAS registry number 41621-49-2, it is also named as Batrafen. The product's classification codes are Antifungal; Drug / Therapeutic Agent. Besides, it is used as anti-infective, which should be stored in sealed, cool and dry place. In addition, its molecular formula is C12H17NO2.C2H7NO and molecular weight is 268.35.

The other characteristics of Ciclopirox ethanolamine can be summarized as: (1)EINECS: 255-464-9; (2)ACD/LogP: 2.59; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.51; (5)ACD/LogD (pH 7.4): 1.4; (6)ACD/BCF (pH 5.5): 46.09; (7)ACD/BCF (pH 7.4): 3.58; (8)ACD/KOC (pH 5.5): 515.41; (9)ACD/KOC (pH 7.4): 40.03; (10)#H bond acceptors: 3; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 2; (13)Polar Surface Area: 29.54 Å2; (14)Flash Point: 165.5 °C; (15)Melting Point: 144 °C; (16)Enthalpy of Vaporization: 68.85 kJ/mol; (17)Boiling Point: 350 °C at 760 mmHg; (18)Vapour Pressure: 2.71E-06 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation and if swallowed. It is also may cause sensitization by inhalation and skin contact.. Please do not breathe dust. Moreover, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C1/C=C(\C=C(/N1O)C2CCCCC2)C.OCCN
(2)InChI: InChI=1/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2
(3)InChIKey: MBRHNTMUYWQHMR-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2
(5)Std. InChIKey: MBRHNTMUYWQHMR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 83mg/kg (83mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 intravenous 71mg/kg (71mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 oral 1740mg/kg (1740mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
mouse LD50 subcutaneous 1730mg/kg (1730mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rabbit LD50 oral > 3065mg/kg (3065mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1328, 1981.
rat LD50 intraperitoneal 146mg/kg (146mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
rat LD50 intravenous 72mg/kg (72mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rat LD50 oral 2350mg/kg (2350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rat LD50 subcutaneous > 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. -, Pg. 510, 1995.

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View