Product Name

  • Name

    Cyproheptadine

  • EINECS 204-928-9
  • CAS No. 129-03-3
  • Article Data10
  • CAS DataBase
  • Density 1.115g/cm3
  • Solubility 317.6ug/L(22.5 oC)
  • Melting Point 112.3-113.3°
  • Formula C21H21 N
  • Boiling Point 440.1°Cat760mmHg
  • Molecular Weight 287.404
  • Flash Point 194.5°C
  • Transport Information
  • Appearance Colorless liquid, sweet, almond odor.
  • Safety Poison by ingestion, intraperitoneal, subcutaneous and intravenous routes. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 129-03-3 (Cyproheptadine)
  • Hazard Symbols
  • Synonyms 1-Methyl-4-(5H-dibenzo[a,d]cycloheptenylidene)piperidine;1-Methyl-4-(dibenzo[a,e]cycloheptatrien-5-ylidene)piperidine;4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine; Cycloheptadine;Cyproheptadine; Periactinol
  • PSA 3.24000
  • LogP 5.43780

Synthetic route

5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
3967-32-6

5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol

cyproheptadine
129-03-3

cyproheptadine

Conditions
ConditionsYield
With formic acid at 100℃; for 2h;99%
With hydrogenchloride; acetic acid at 120℃; for 2h;83%
With formic acid for 1h; Heating; Yield given;
ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate
121138-82-7

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate

cyproheptadine
129-03-3

cyproheptadine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating; Yield given;
(1-methyl-4-piperidyl)magnesium chloride
63463-36-5

(1-methyl-4-piperidyl)magnesium chloride

cyproheptadine
129-03-3

cyproheptadine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / tetrahydrofuran / 70 °C
2: 83 percent / HOAc, conc. HCl / 2 h / 120 °C
View Scheme
dibenzosuberenon
2222-33-5

dibenzosuberenon

cyproheptadine
129-03-3

cyproheptadine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / tetrahydrofuran / 70 °C
2: 83 percent / HOAc, conc. HCl / 2 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: 60 percent / TiCl3 / 1,2-dimethoxy-ethane
2: LiAlH4 / tetrahydrofuran / 2 h / Heating
View Scheme
N-ethoxycarbonyl-4-piperidone
29976-53-2

N-ethoxycarbonyl-4-piperidone

cyproheptadine
129-03-3

cyproheptadine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / TiCl3 / 1,2-dimethoxy-ethane
2: LiAlH4 / tetrahydrofuran / 2 h / Heating
View Scheme
cyproheptadine
129-03-3

cyproheptadine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate
121138-82-7

ethyl 4-(5H-dibenzocyclohepten-5-ylidene)-1-piperidinecarboxylate

Conditions
ConditionsYield
In toluene for 5h; Heating;94%
In hexane; toluene
In toluene for 3h; Reflux;
cyproheptadine
129-03-3

cyproheptadine

ether-pet ether

ether-pet ether

4-(10,11-dihydro-5H-dibenzocyclohepten-5-ylidene)-1-methylpiperidine
21081-07-2

4-(10,11-dihydro-5H-dibenzocyclohepten-5-ylidene)-1-methylpiperidine

Conditions
ConditionsYield
With hydrogen In ethanol; acetic acid94%
cyproheptadine
129-03-3

cyproheptadine

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

C31H33N

C31H33N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;72%
cyproheptadine
129-03-3

cyproheptadine

meta-bromotoluene
591-17-3

meta-bromotoluene

C28H27N

C28H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;63%
cyproheptadine
129-03-3

cyproheptadine

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

C28H27N

C28H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;55%
bromobenzene
108-86-1

bromobenzene

cyproheptadine
129-03-3

cyproheptadine

C27H25N

C27H25N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 4h; regioselective reaction;51%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

cyproheptadine
129-03-3

cyproheptadine

C28H27NO

C28H27NO

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 4h; regioselective reaction;48%
cyproheptadine
129-03-3

cyproheptadine

3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

C28H27NO

C28H27NO

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;47%
cyproheptadine
129-03-3

cyproheptadine

4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

C33H29N

C33H29N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;45%
cyproheptadine
129-03-3

cyproheptadine

1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

C31H27N

C31H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;44%
cyproheptadine
129-03-3

cyproheptadine

1-bromo-3-chlorobenzene
108-37-2

1-bromo-3-chlorobenzene

C27H24ClN

C27H24ClN

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;41%
cyproheptadine
129-03-3

cyproheptadine

1-bromo-4-fluoronaphthalene
341-41-3

1-bromo-4-fluoronaphthalene

C31H26FN

C31H26FN

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;41%
cyproheptadine
129-03-3

cyproheptadine

para-bromotoluene
106-38-7

para-bromotoluene

C28H27N

C28H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; Catalytic behavior; Reagent/catalyst; Solvent; Time; regioselective reaction;41%
cyproheptadine
129-03-3

cyproheptadine

4-bromo-N,N-dimethylaniline
586-77-6

4-bromo-N,N-dimethylaniline

C29H30N2

C29H30N2

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 4h; regioselective reaction;38%
cyproheptadine
129-03-3

cyproheptadine

p-trifluoromethylphenyl bromide
402-43-7

p-trifluoromethylphenyl bromide

C28H24F3N

C28H24F3N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;38%
cyproheptadine
129-03-3

cyproheptadine

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

C27H24FN

C27H24FN

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;38%
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

cyproheptadine
129-03-3

cyproheptadine

C31H27NO

C31H27NO

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 4h; regioselective reaction;34%
cyproheptadine
129-03-3

cyproheptadine

4-Bromoveratrole
2859-78-1

4-Bromoveratrole

C29H29NO2

C29H29NO2

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;34%
cyproheptadine
129-03-3

cyproheptadine

4-bromo-4'-hydroxybiphenyl
29558-77-8

4-bromo-4'-hydroxybiphenyl

C33H29NO

C33H29NO

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 4h; regioselective reaction;32%
bromochlorobenzene
106-39-8

bromochlorobenzene

cyproheptadine
129-03-3

cyproheptadine

C27H24ClN

C27H24ClN

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;31%
cyproheptadine
129-03-3

cyproheptadine

para-chlorotoluene
106-43-4

para-chlorotoluene

C28H27N

C28H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;19%
cyproheptadine
129-03-3

cyproheptadine

3-bromo-1-trifluoromethylbenzene
401-78-5

3-bromo-1-trifluoromethylbenzene

C28H24F3N

C28H24F3N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; regioselective reaction;15%
cyproheptadine
129-03-3

cyproheptadine

4-tolyl iodide
624-31-7

4-tolyl iodide

A

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

B

C28H27N

C28H27N

Conditions
ConditionsYield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; regioselective reaction;A n/a
B 11%
cyproheptadine
129-03-3

cyproheptadine

cyproheptadine 10,11-epoxide
54191-04-7

cyproheptadine 10,11-epoxide

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide In acetone; acetonitrile
cyproheptadine
129-03-3

cyproheptadine

carbonochloridic acid 1-chloro-ethyl ester
50893-53-3

carbonochloridic acid 1-chloro-ethyl ester

4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidine-1-carboxylic acid 1-chloro-ethyl ester

4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidine-1-carboxylic acid 1-chloro-ethyl ester

Conditions
ConditionsYield
With sodium carbonate In 1,2-dichloro-ethane 1) 0 deg C, 2) reflux;
cyproheptadine
129-03-3

cyproheptadine

4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine
14051-46-8

4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux
2: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water
View Scheme
Multi-step reaction with 2 steps
1: toluene / 3 h / Reflux
2: potassium hydroxide; water / ethanol / Reflux
View Scheme
cyproheptadine
129-03-3

cyproheptadine

4-(4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidin-1-yl)-butylamine
175692-31-6

4-(4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidin-1-yl)-butylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux
2: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water
3: 80 percent / Na2CO3, KI / acetonitrile; dimethylformamide / Heating
4: 62 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 2 h / Ambient temperature
View Scheme

Cyproheptadine Chemical Properties

Product Name: Cyproheptadine  
CAS: 129-03-3
Formula: C21H21N
Molecular Weight: 287.4
Molecular Structure of Cyproheptadine (CAS NO.129-03-3):

Density: 1.115 g/cm
Flash Point: 194.5 °C
Boiling Point: 440.1 °C at 760 mmHg   
Index of Refraction: 1.629 
Molar Refractivity: 91.59 cm
Molar Volume: 257.5 cm3 
Polarizability: 36.31×10-24cm
Surface Tension: 45.6 dyne/cm 
Enthalpy of Vaporization: 69.72 kJ/mol 
Vapour Pressure: 6.03E-08 mmHg at 25°C 
Water Solubility: 1.135(mg/L) at 25°C

Cyproheptadine Toxicity Data With Reference

1.    

orl-rat LD50:295 mg/kg

    27ZQAG    Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,69.
2.    

ipr-rat LD50:52 mg/kg

    27ZQAG    Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,69.
3.    

orl-mus LD50:106 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 25 (1975),1723.
4.    

scu-mus LD50:107 mg/kg

    27ZQAG    Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,69.
5.    

orl-dog LDLo:50 mg/kg

    27ZIAQ    Drug Dosages in Laboratory Animals-A Handbook C.D. Barnes andL.G. Eltherington,Berkeley, CA.: Univ. of California Press,1973,82.
6.    

ivn-rbt LDLo:3500 µg/kg

    27ZQAG    Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,69.

Cyproheptadine Consensus Reports

EPA Genetic Toxicology Program.

Cyproheptadine Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous and intravenous routes. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Safety Information about Cyproheptadine (CAS NO.129-03-3):
HS Code: 29143900
 

Cyproheptadine Specification

  The chemical synonyms of Cyproheptadine (CAS NO.129-03-3) are 1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine ; 1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine ; 4-(5-Dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidine ; 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidene ; 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine ; 5-(1-Methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene ; 5-20-08-00500 (Beilstein Handbook Reference) ; BRN 1685976 ; CCRIS 5232 ; Ciproheptadina ; Ciproheptadina [INN-Spanish] ; Cyproheptadine ; Cyproheptadinum ; Cyproheptadinum [INN-Latin] ; Dronactin ; EINECS 204-928-9 ; Eiproheptadine ; HSDB 3048 ; MK 141 ; Periactin ; Periactinol ; UNII-2YHB6175DO .
 

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