CYCLOPIAZONIC ACID

Base Information

Chemical Name:CYCLOPIAZONIC ACID
CAS No.:83136-88-3
Molecular Formula:C₂₀H₂₀N₂O₃
Molecular Weight:336.39
Hs Code.:

Synonyms:6H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione,6a,7,11a,11b-tetrahydro-10-(1-hydroxyethylidene)-7,7-dimethyl-,(6aR,10Z,11aS,11bR)-rel- (9CI);6H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione,6a,7,11a,11b-tetrahydro-10-(1-hydroxyethylidene)-7,7-dimethyl-, (6aa,10Z,11ab,11ba)-; Cyclopiazonic acid; a-Cyclopiazonic acid

Suppliers and Price of CYCLOPIAZONIC ACID

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Cyclopiazonic acid
10mg
$ 428.00

Usbiological
Cyclopiazonic Acid
1mg
$ 327.00

Tocris
Cyclopiazonic Acid, ≥98%(HPLC)
10
$ 156.00

Tocris
Cyclopiazonic Acid, ≥98%(HPLC)
50
$ 645.00

Biorbyt Ltd
Cyclopiazonic acid >98%
25 mg
$ 430.10

Biorbyt Ltd
Cyclopiazonic acid >98%
5 mg
$ 161.50

Total 7 raw suppliers

Chemical Property of CYCLOPIAZONIC ACID

Chemical Property:

Melting Point:245-246 °C
PSA：73.40000
LogP:2.76580
Storage Temp.:−20°C
Solubility.:DMSO: soluble

Purity/Quality:

99% ^*data from raw suppliers

Cyclopiazonic acid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T
Statements: 25
Safety Statements: 36/37/39-45

MSDS Files:: SDS file from LookChem

Useful:

Uses Cyclopiazonic Acid is an inhibitor of endoplasmic reticulum Ca2+-ATPase.

Technology Process of CYCLOPIAZONIC ACID

There total 22 articles about CYCLOPIAZONIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

: 674-82-8,2130-41-8
4-methyleneoxetan-2-one

: 98664-89-2,98718-37-7
(6aRS,9aSR,9SR)-ethyl 6,6a,7,8,9,9a-hexahydro-7,7-dimethylisoindolo[4,5,6-cd]indole-9-carboxylate

: 83136-88-3
(+/-)-α-cyclopiazonic acid

Guidance literature:: With potassium tert-butylate; In dichloromethane; for 48h; Heating;
DOI:10.1039/b417625c

Reference yield: 40.0%

: 92471-22-2
iso-α-cyclopiazonic acid

: 83136-88-3
(+/-)-α-cyclopiazonic acid

Guidance literature:: With triethylamine; In benzene; Heating;

Reference yield:

: 79681-04-2
1-[(4-methyl-phenyl)-sulfonyl]-1H-indol-4-carboxaldehyde

: 83136-88-3
(+/-)-α-cyclopiazonic acid

Guidance literature:: Multi-step reaction with 19 steps

1: 95 percent / tetrahydrofuran

2: 94 percent / H₂ / Pd/C / methanol; tetrahydrofuran

3: 99 percent / p-TsOH / benzene

4: 93 percent / 2 N KOH / methanol

5: POCl₃

6: NaOH

7: 78 percent / Ac₂O, pyridine

8: 95 percent / Et₃N

9: 98 percent / 10 percent HCl / tetrahydrofuran

10: HN(SiMe₃)2

12: DBU / 2-methyl-propan-2-ol / Heating

13: H₂ / Raney Ni

14: 80 percent / Mg(OTf)2

15: 73 percent / CHCl₃

16: 1.) Et₃O⁽¹⁺⁾*BF₄^(1-), Na₂CO₃; 2.) HOAc / 1.) THF, CH₂Cl₂

17: 80 percent / ethanol

18: methanolic sodium methoxide / benzene

19: Et₃N / CHCl₃ / 100 °C / sealed tube

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; hydrogen; sodium methylate; triethyloxonium fluoroborate; acetic anhydride; sodium carbonate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium triflate; trichlorophosphate; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; ethanol; chloroform; tert-butyl alcohol; benzene;
DOI:10.1021/ja00334a084