67469-69-6 Usage
Biological Activity
vanoxerine is an antagonist of dopamine transporter (dat1) with ki value of 16.9nm [1].as an antagonist of dat, vanoxerine is developed for treatment of parkinson's disease and depression but has no effect on these diseases. vanoxerine is also found to have desirable cardiac antiarrhythmic properties. it is a blocker of cardiac herg (hkv11.1) with ic50 value of 0.84nm. it also blocks the ica,l and hnav1.5 channel with ic50 values of 320nm and 830nm, respectively. vanoxerine does not significantly prolong purkinje fiber apd60 and apd90 and has no significant effect on qt or tdr. further, the
references
[1] giros b, el mestikawy s, godinot n, zheng k, han h, yang-feng t, caron mg. cloning, pharmacological characterization, and chromosome assignment of the human dopamine transporter. mol pharmacol. 1992 sep;42(3):383-90.[2] lacerda ae, kuryshev ya, yan gx, waldo al, brown am. vanoxerine: cellular mechanism of a new antiarrhythmic. j cardiovasc electrophysiol. 2010 mar;21(3):301-10.
Check Digit Verification of cas no
The CAS Registry Mumber 67469-69-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,4,6 and 9 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 67469-69:
(7*6)+(6*7)+(5*4)+(4*6)+(3*9)+(2*6)+(1*9)=176
176 % 10 = 6
So 67469-69-6 is a valid CAS Registry Number.
InChI:InChI=1/C28H32F2N2O/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23/h1-3,5-6,8-15,28H,4,7,16-22H2
67469-69-6Relevant articles and documents
Scale-up synthesis of the dopamine uptake inhibitor GBR-12909
Ironside, Michael D.,Sugathapala, Priyantha M.,Robertson, Jerod,Darey, Mark C.P.,Zhang, Jianzhong
, p. 621 - 627 (2013/09/06)
1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR-12909) is a dopamine uptake inhibitor. The development of a robust process for the preparation of this compound in kilogram quantities is described. The primary aims of the development work were to eliminate chromatographic purifications, to minimize the use of environmentally unacceptable reagents, and to improve the overall yield of the three-step convergent process. These objectives were met, with significant improvements obtained in the key coupling reaction of N-(3-phenylpropyl)piperazine dihydrochloride salt with 1-[bis(4-fluorophenyl)methoxy]-2-chloroethane, which was previously low-yielding and lacking in reproducibility.
