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1. .

2.

3.

4.

5.

6.

7.

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1.

, , , .

( ) 䳿 =7.88.1, .

³

䳿 ()

6.57
1.52 . -.
12 7.58.5 .

, () ( ). - - . ̳ . ( ), , , - ; - ; . - , , , , -, .

12- - , 䳿 =7.88.5, :

CH2OC(O)C17H35 CH2OH 2C17H35COOH

CHOC(O)C17H33 ࠠ CHOH + C17H33COOH

CH2OC(O)C17H35 CH2OH

12- , , (,,,).  䳿: , – -, і .

CH2OC(O)C17H35 CH2O()C17H35

CHOC(O)C17H33 , 2Π CHO + C17H33CO

CH2OPOCH2CH2N(CH3)3 2ΖЖΖ22N(CH3)3

HO O HO O

CH2OC(O)C17H35 2

CHOH , 2Π ͖͠ + C17H35COOH

CH2OPOCH2CH2N(CH3)3 2ΖЖΖ22N(CH3)3

HO O HO O

CH2OH , 2Π CHOH+HOPOCH2CH2N(CH3)3

CH2OH , 2 34 + Ζ22N(CH3)3

:

, 80 % (, , ) 20 % ( ).

. 㳿. : , , ; , , . , - .

-, ( ). :

˳ ;

;

150200 , - () , .

, . - . - , - .

, 㳿 .

2.

䳿 .

1. :

CH2OH CH2OH

CHOH CHOH

CH2OH CH2OP=O

HO OH

2. - - :

CH2OH H2OH HC=O

CHOH + ͠ C=O ࠠ HCOH

CH2OP=O CH2OP=O HCOP=O

HO OH HO OH H HO OH

: 2 , 22 . - , .

3.

1904 . ³ , , 6- .

䳿 , , .

, - , ( ) .

ϳ :

C13H27 1327 C13H27

CH2 427 2 SKoA CH2

CH2 2 CH2 +

COOH =Π Π C=O

ΖЖΖ SKoA

-򠠠 -

:

C13H27 1327 C13H27 13H27

CH2 + ͠ ͠ HOH CHOH + C=O

CH2 ͠ CH2 CH2

C=O =Π C=O C=O

SKoA SKoA SKoA SKoA

- ࠠ

- - -

C13H27 CH3

C=O + C=O

SKoA SKoA

4- - , . - - 75=35 . 12 - , 8 , 812=96 . 96+ 35 1 = 130 .

- , . .

( ). 䳿, (, - , , ).

4.

O

CH3C=O + CH3C=O CH3CCH2C=O + HSKoA

SKoA SKoA SKoA

H2O

HSKoA

O

CH3CCH2C=O

OH

( )

CO2 ͠ +

CH3CCH3 CH3CHCH2COOH

O OH

. - .

(, ). ϳ - ( ).

, . : - ; ; .

1. . (-) ᑺ :

O

CH3C=O + CH3C=O CH3CCH2C=O + HSKoA

SKoA SKoA SKoA

:

Π H3C OH O

CH3CCH2C=O + CH3C=O HSKoA HOOC C C

SKoA SKoA CH2 CH2 SKoA

- HSKoA, - , - :

H3C OH O H3C OH

HOOC C C 2 2Ġ HOOC C CH2

CH2 CH2 SKoA SKoA CH2 CH2 OH

3,5--3-

( )

2. . - (). - 3,3 , - . - :

H3C OH H3C OH

HOOC C CH2 HOOC C CH2

CH2 CH2 OH CH2 CH2 O

5-

H3C OH H3C OH

HOOC C CH2 HOOC C CH2

CH2 CH2 O CH2 CH2 O

5-

H3C OH H3C

HOOC C CH2 Ԡ C CH2

CH2 CH2 OԖ 2 2Π CH2 CH2 OԖԠ

H3C H3C

C CH2 C CH2

CH2 CH2 O CH3 CH O

򠠠 3,3-

H3C H3C

C CH2 + C CH2 427

CH2 CH2 O CH3 CH O

򠠠 3,3-

3. . 䳿 - . - 2. , , :

. - . . 䳺 - (). , - , .

, , - (). - .

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- . ; , . , . . , , , - ( ).

, , - . - .

(METHANDROSTENOLOLUM).

: ij, , Anabolex, Anabolin, Anaboral, Bionabol, Danabol, Distranorm, Lanabolin, Metanabol, Metandienone, Nabolin, Nerobol, Novabol, Perabol, Vanabol.

䳺 , . . 100 䳿 . , , : , , - . , .

: - , , , .

, , - ; , ( ) -. ֳ , , .

˳ -. : -, , . ( ) , , .

- , -, , , .

:

˲ (PHENOBOLINUM)

: , , , , -.

, - 䳿.

˲ (RETABOLIL).

, . .

Ѳ˲ (SILABOLINUM)

ѳ 䳺 䳺. ϳ - 1014 . 䳺 䳺.

5.

, - - . 䳺 - :

CH2OH 2

C=O OH ͠ + ͖

CH2OP=O 2Ζ=

OH

2

͖͠ + 34

2

6.

: .

̳ - .

-. - , , , .

䳿.

ϳ (2), -䳿 (). 䳺 . :

- :

CH3 H3 CH3 H3

C=O ͠ + CHOH H2O CH ͠ + CH2

CH2 CH2 CH CH2

C=O HS C=O HS C=O HS C=O HS

SԠ SԠ SԠ S

, , -- :

CH3 CH3 COOH CH3 CH2

CH2 + CH2 CH2 CH2

CH2 C=O CH2 C=O HS

C=O SKoA C=O

S SԠ S

HS HSKoA COOH

CH2

C=O

S

, . ϳ - :

CH3 CH3

CH2 CH2 HS

CH2 7 CH2 7 +

C=O C=O HS

S

HS

: - . - 䳿 7 , . - , (, , ) .

7.

. .

1. :

CH2OH CH2OC(O)C17H35

CHOH + 2 C17H35COSKoA HSKoA CHOC(O)C17H35

CH2OP=O CH2OP=O

HO OH HO OH

2. - :

CH2OC(O)C17H35 CH2OC(O)C17H35

CHOC(O)C17H35 HOH CHOC(O)C17H35 + H3PO4

CH2OP=O CH2OH

HO OH

3. :

CH2OC(O)C17H35 O=CC17H35 CH2OC(O)C17H35

CHOC(O)C17H35 + KoAS CHOC(O)C17H35

CH2OH HSKoA CH2OC(O)C17H35

, . ,-.

8.

1. :

OH

(CH3)3NCH2CH2O͠ (CH3)3NCH2CH2OP=O

OH

2. :

OH Π

(CH3)3NCH2CH2OP=O 427 (CH3)3NCH2CH2-O-P-O---

OH ͠

3. :

CH2OC(O)C17H35 O O

CHOC(O)C17H35 + (CH3)3NCH2CH2-O-P-O---֠

CH2OH OH OH

CH2OC(O)C17H35

CHOC(O)C17H35

CH2OPOCH2CH2N(CH3)3

O OH


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