medicinal chemistry technetium and nuclear medicine l.
Download
Skip this Video
Loading SlideShow in 5 Seconds..
Medicinal Chemistry: Technetium and Nuclear Medicine PowerPoint Presentation
Download Presentation
Medicinal Chemistry: Technetium and Nuclear Medicine

Loading in 2 Seconds...

play fullscreen
1 / 33

Medicinal Chemistry: Technetium and Nuclear Medicine - PowerPoint PPT Presentation


  • 497 Views
  • Uploaded on

Medicinal Chemistry: Technetium and Nuclear Medicine. ICIS - CNR - Padova, Italy. Group 7 metals relevant to Nuclear Medicine - 1. 4. 5. 6. 7. 8. 9. 10. 11. Ti. V. Cr. Mn. Fe. Co. Ni. Cu. 1st row. Ag. Zr. Nb. Tc. Pd. Rh. Ru. Mo. 2nd row. Ir. Hf. Ta. W. Re. Os. Pt.

loader
I am the owner, or an agent authorized to act on behalf of the owner, of the copyrighted work described.
capcha
Download Presentation

PowerPoint Slideshow about 'Medicinal Chemistry: Technetium and Nuclear Medicine' - HarrisCezar


An Image/Link below is provided (as is) to download presentation

Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author.While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server.


- - - - - - - - - - - - - - - - - - - - - - - - - - E N D - - - - - - - - - - - - - - - - - - - - - - - - - -
Presentation Transcript
group 7 metals relevant to nuclear medicine 1
Group 7 metals relevant to Nuclear Medicine - 1

4

5

6

7

8

9

10

11

Ti

V

Cr

Mn

Fe

Co

Ni

Cu

1st row

Ag

Zr

Nb

Tc

Pd

Rh

Ru

Mo

2nd row

Ir

Hf

Ta

W

Re

Os

Pt

Au

3rd row

transition metals

group 7 metals relevant to nuclear medicine 2

radiometabolic theraphy

  • 188Ret1/2 = 16.9 h
  • Eb- = 2.0 MeV
  • 186Ret1/2 = 90.0 h
  • Eb- = 1.1 MeV
  • radiodiagnosis
  • 99mTct1/2 = 6.0 h
  • Eg = 142 keV
  • inorganic chemistry
  • 99Tct1/2 = 2.12x105 y
  • Eb- = 292 keV
  • inorganic chemistry
  • ’cold’ 185/187Re
Group 7 metals relevant to Nuclear Medicine - 2
inorganic chemistry vs nuclear medicine
Inorganic Chemistry vs Nuclear Medicine
  • inorganic chemistry:10-3 – 10-5 M (millimolar conc)
  • Conventional physico-chemical characterization
  • NMR, IR, UV-vis spectroscopies
  • Mass spectrometry (EI, ESI)
  • X-ray crystal structure determination
  • TLC & HPLC chromatography
  • nuclear medicine:10-7 – 10-9 M (micro/nanomolar conc)
  • Radiometric characterization
  • TLC & HPLC chromatography
the 99 mo 99m tc generator
The 99Mo/99mTc generator

99Mo

t1/2 = 66.7 h;

Eb- = 1.37 MeV

99mTc

t1/2 = 6 h;

Eg- = 142 KeV

99Tc

the bifunctional approach in mixed nitrido tc heterocomplexes
The bifunctional approach in mixed nitrido-Tc heterocomplexes

O

H

H

N

N

N

P

S

O

Tc

P

O

N

S

N

H

O

MW = 913

the substitution inert tc n pxp synthon

N

N

Tc

Tc

P

P

Cl

Y

Cl

P

P

Z

X

X

The substitution-inert [Tc(N)(PXP] synthon

Bolzati et al.,J. Am. Chem. Soc. 124, 2002, 11468

slide19

Crystal structure of [Re(N)(dedc)(pnp2)]+

  • pseudo-octahedron
  • cis-P co-ordination
  • P(1)-Re-P(2) = 101.2(1)°
  • trans-N co-ordination
  • N(1)-Re-N(2) = 164.5(5)°
  • Re-N(2) = 2.73(1) Å
from aryl to alkyl diphosphines

S

P

P

N

N

S

O

dedc

pnp2

O

O

O

P

P

S

O

N

O

N

S

O

O

dbodc

pnp5

From aryl- to alkyl-diphosphines
esi ms of 99 tc dbodc pnp5

846.6

100

95

90

85

[Tc(N)Cl2(PPh3)2]

80

75

i) pnp5

ii) dbodc

DCM

70

65

60

55

Relative Abundance

yellow oil

50

45

40

35

30

25

20

848.6

15

10

640.6

527.4

849.5

5

844.7

279.4

552.8

306.5

641.6

371.4

862.5

413.5

788.5

185.3

130.6

961.8

1049.9

1139.0

1183.9

1314.2

1401.2

1454.4

0

100

200

300

400

500

600

700

800

900

1000

1100

1200

1300

1400

1500

m/z

ESI - MS of [99Tc(dbodc)(pnp5)]+

M+

E. Marotta et al, RCM, 2003, submitted

collisional experiments on 99 tc n bdodc pnp5 ms 2

640.3

100

95

90

85

80

75

70

65

641.3

60

55

Relative Abundance

50

45

40

35

30

847.4

25

668.2

20

846.4

15

669.3

553.2

10

569.2

527.2

405.1

348.0

582.3

608.3

5

813.3

406.1

844.3

297.1

775.3

276.0

318.0

452.3

496.1

758.2

714.5

868.9

0

250

300

350

400

450

500

550

600

650

700

750

800

850

900

950

1000

m/z

Collisional experiments on [99Tc(N)(bdodc)(pnp5)]+ -MS2

-

-

collisional experiments on 99 tc n bdodc pnp5 ms 3

594.2

100

95

90

85

80

75

403.0

70

65

60

55

Relative Abundance

50

45

40

35

30

25

20

640.2

15

568.2

10

435.0

608.2

401.1

527.0

331.0

5

493.1

566.1

284.7

247.8

462.2

227.2

865.4

640.9

914.8

0

200

250

300

350

400

450

500

550

600

650

700

750

800

850

900

950

1000

m/z

Collisional experiments on [99Tc(N)(bdodc)(pnp5)]+ -MS3

-

-

-

1 h 1 h cosy 45 of 99g tc n dbodc pnp5

dbodc

N-CH2-CH2-O-

dbodc

-O-CH2-CH3

pnp5

N-CH2-CH2-O-

pnp5

-O-CH2-CH3

1H-1H COSY-45 of [99gTc(N)(dbodc)(pnp5)]+
31 p and 13 c nmr of 99 tc n dbodc pnp5

-O-CH3

-C-CH3

various CH2

31P and 13C NMR of [99Tc(N)(dbodc)(pnp5)]+

30.2 ppm

impurity

oxidized pnp5

1 h 13 c hmqc of 99 tc n dbodc pnp5

C-CH3

C-C and P-C

N-C region

O-CH3

O-C region

1H - 13C HMQC of [99Tc(N)(dbodc)(PNP5)]+

+

O

O

N

O

O

P

S

N

Tc

O

O

S

P

N

O

P-…CH2-O-

nitrido 99m tc v hetero complexes heart uptake in rats

99mTc-DBODC5

99mTc-Cardiolite

99mTc-Myoview

Nitrido-99mTc(V) hetero-complexes:heart uptake in rats

6

5

%ID/g

4

3

2

1

2

5

10

20

30

60

120

time (min)

A. Boschi et al.,J. Nucl. Med. 2003, in press

nitrido 99m tc v hetero complexes heart liver ratio in rats

35

99mTc-DBODC5

30

99mTc-Cardiolite

25

h/l

99mTc-Myoview

20

15

10

5

2

5

10

20

30

60

120

Nitrido-99mTc(V) hetero-complexes:heart/liver ratio in rats

time (min)

nitrido 99m tc v hetero complexes micro spet analysis

Cardiolite®

by Dupont

NOEt

by Cis-Schering

Tc(N)DBODC5

by Nihon Medi-Physics

Nitrido-99mTc(V) hetero-complexes:micro-SPET analysis