50 mg/100 ml, 100 mg/100 ml Trade Names: D: Cordes VAS Ichthyol Epi-Aberel Janssen- Chemie Eudyna Knoll Vesanoid Roche F: Aberel Janssen-Cilag Antibio-aberel Janssen- Ci1ag-comb.. Effed
Trang 1Trenbolone acetate T 209 1
2-chloro- semicorbozide 1.2.4-triozolo-
3(2H)-one (I)
Trozodone
Reference(s):
US 3 381 009 (Angelini Francesco; 30.4.1968; I-prior 15.12.1965)
DE 1 645 947 (Angelini Francesco; appl 13.12.1966; I-prior 15.12.1965,3.8.1966)
Formulation(s): cps 25 mg, 50 mg; f c tabl 100 mg; tabl 50 mg, 100 mg, 150 mg, 300 mg (as hydrochloride)
Trade Name(s):
D: Thornbran (Boehringer I: Trittico (Angelini) Restin (Kanebo)
Ing.; 1977) J: Desyrel (Pharmacia & USA: Desyrel (Apothecon; 1982) F: Pragmarel (UPSA); wfm Upjohn)
Tkenbolone acetate
(Trienbolone acetate)
ATC: A14 Use: anabolic RN: 101 61-34-9 MF: C2,1HM03 MW: 3 12.41 EINECS: 233-432-5
CN: (170)-17-(acety1oxy)estra-4,9,11-trien-3-one
trenbolone
RN: 10161-33-8 MF: C18H2202 MW 270.37
178-benzoyloxy-3-chloro-5-0x0- acetic
4,s-seco-2,9(10)-estradiene anhydride (I)
A
0 CH,
Trang 22092 T Trenbolone hexahydrobenzyl carbonate
LiBr, Li2CO3, DMF
lithium carbonote
3 I , pyridine
b
1 tert-arnyl alcohol
sodium
I Trenbolone acetate
Reference(s):
FR-M 1 958 (Roussel-Uclaf; appl 13.7.1962)
GB 1 035 683 (Roussel-Uclaf; valid from 19.4.1963; F-prior 20.4.1962)
Velluz, L et al.: C R Hebd Seances Acad Sci (COREAF) 257,569 (1963)
starting material:
Velluz, L et al.: C R Hebd Seances Acad Sci (COREAF) 250, 1084 (1960)
alternative syntheses:
Heker, M et al.: Steroids (STEDAM) 10,211 (1967)
US 3 453 267 (Roussel-Uclaf; 1.7.1969; F-prior 3 1.12.1964,25.2.1965, 24.3.1965, 14.6.1965, 3.9.1965, 17.9.1965)
use for treatment of varicose wounds:
DOS 2 119 096 (Roussel-Uclaf; appl 20.4.1971)
Trade Name(s):
F: Finaject (Distrivet); wfm Finaplix (Distrivet); wfm Parabolan (Negma); wfm
Trenbolone hexahydrobenzyl carbonate ATC: ~ 1 4
Use: anabolic RN: 23454-33-3 MF: C26H3404 MW: 410.55 EINECS: 245-669-1
CN: (17~)-17-[[(cyclohexylmethoxy)carbonyl]oxy]estra-4,9,ll-trien-3-one
trenbolone cyclohexylrnethyl Trenbolone hexahydrobenzyl corbonate
Trang 3Trengestone T 2093
Referencefs):
FR-M 5 979 (Roussel-Uclaf; appl 17.11.1966)
Formulation(s): amp 50 mg
Trade Name(s):
F: Hexabolan (Phartec); wfm Parabolan (Negma); wfm
Use: progestogen RN: 5192-84-7 MF: C2,H25C102 MW: 344.88 EINECS: 225-978-8
CN: (9~,1Oa)-6-chloropregna-1,4,6-triene-3,20-dione
HCI, CHCI,
perbenzoic acid
CI CI
NC CN
_,
2.3-dichloro-5.6- dicyono- 1.4-
Reference (s):
US 3 422 122 (North American Philips; 14.1.1969; prior 7.10.1966,25.9.1964, 12.6.1962; GB-prior 29.6.1964)
BE 652 597 (Philips Gloeilampenfabrieken; appl 2.12.1964; GB-prior 29.6.1964)
CI
0)
Trade Name(s):
USA: Retrone (Hoffmann-La
Roche); wfm
Trengestone
lketinoin
(Retinoic acid; Vitamin-A acid)
ATC: DlOADOl; LOlXX14 Use: acne therapeutic, keratolytic RN: 302-79-4 MF: C2"H2,02 MW: 300.44 EINECS: 206-129-0
LD,,,: 92 mg/kg (M, i.v.1; 780 mglkg (M, p.0.);
78 mglkg (R, i.v.); 1960 mg/kg (R, p.0.)
CN: (aII-E)-3,7-dimethyl-9-(2,6,6-trimethyl-l-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
Trang 42094 T Tretoquinol
triphenyl- phosphine
ethyl 3-formyl-
crotonate
vitomin A acid ethyl ester (II)
(cf retinol synthesis according to BASF)
Reference(s):
DE 1 035 647 (BASF; appl 17.1.1957)
US 3 006 939 (BASF; 31.10.1961; D-pnor 17.1 l957)
Pommer, H.: Angew Chem (ANCEAD) 72,811 (1960); 89,437 (1977)
Konlg, H et a].: Arzneim.-Forsch (ARZNAD) 24, 1184 (1974)
sol 50 mg/100 ml, 100 mg/100 ml
Trade Name(s):
D: Cordes VAS (Ichthyol)
Epi-Aberel (Janssen-
Chemie)
Eudyna (Knoll)
Vesanoid (Roche)
F: Aberel (Janssen-Cilag)
Antibio-aberel (Janssen-
Ci1ag)-comb
Effederm (CS)
Isotrex (Stiefel)
Kerlocal (Pierre Fabre)
KCtrel (Biorga)
Locacid (Pierre Fabre Dermatologie) Retacnyl (Galderma) Retin A (Janssen-Cilag) Retinova (Roc) Retitop (La Roche-Posay) Roaccutane (Roche) TrCtinoi'ne KCfrane (Roc) Vesanoid (Roche) GB: Retin-A (Janssen-Cilag) Retinova (Janssen-Cilag) Vesanoid (Roche)
I: Airol (Roche) Apsor (ID1)-comb Retin-A (Janssen-Cilag) Tretionina (Savoma) Vesanoid (Roche) J: Vesanoid (Nippon Roche) USA: Avita (Penederm) Renova (Ortho Dermatological) Retin-A (Ortho Dermatological) Vesanoid (Roche)
Tretoquinol
(Trimethoquinol)
ATC: R03AC09; R03CC09 Use: bronchodilator RN: 30418-38-3 MF: CIPH2,N05 MW: 345.40
CN: (S)-l,2,3,4-tetrahydro- I-[(3,4,5-trimethoxyphenyl)methyl]-6,7-isoquinolinediol
Trang 5Triamcinolone T 2095
hydrochloride
RN: 18559-59-6 MF: C,,H,NO, HC1 MW: 381.86 EINECS: 242-423-5
LD,,,: 120 mglkg (M, i.v.); 2250 mglkg (M, p.0.);
164 mglkg (R, i.v.); 2 g/kg (R, p.0.);
160 mg/kg (dog, i.v.)
dopom~ne hydrochloride 3-(3.4,5-trimethoxy-
sodium salt
(+)-tartaric ocid
,
HO
GB 1 114 660 (Tanabe Seiyaku; appl 5.12.1966; I-prior 8.12.1965, 9.6.1966, 22.7.1966)
ZA 6 802 416 (Tanabe Seiyaku; 11.9.1968; J-prior 27.4.1967)
Formulation(s): powder 1 %, tabl 3 mg; vial 0.1 mg (as hydrochloride)
Trade Name(s):
D07CBOI; D07XB02; H02ABO8; S01BA05; S02CA04
Use: glucocorticoid RN: 124-94-7 MF: C21H27F06 MW: 394.44 EINECS: 204-718-7
LD,,,: >4 g k g (M, s.c.);
99 m g k g (R, s.c.)
CN: (1 1~,16a)-9-fluoro-l1,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione
Trang 62096 T Triamcinolone
1 SOCIZ, pyridine
2 KOH
cortisol 21 -acetate ethylene
glycol
o s o
4
osmium tetroxide
pyridine
acetic anhydride
0
H,C-CO-NH-Br
Irl acetamide
0'
(10
simplex hydrogen
fluoride
0
0
Triomcinolane
O w o H I Arthrobocter simplex (ATK 6946)
do 2 Streptomyces raseachromogenes ( ~ l l C 13400)
F H
0
fludrocortisone
Trang 7Triamcinolone acetonide T 2097
Reference(s):
a US 2 789 1 18 (American Cyanamid; 16.4.1957; prior 30.3.1956)
Bernstein, S et al.: J Am Chem Soc (JACSAT) 78, 5693 (1956)
Bernstein, S et al.: J Am Chem Soc (JACSAT) 81, 1689 (1959)
b US 3 536 586 (Squibb; 27.1 0.1970; prior 25.1.1958)
Trade Name(s):
D: Berlicort (Berlin-Chemie) Ipercortis (AGIPS) Ledercort P8 (Wyeth- Delphicort Tabl (Lederle) Kenacort-A Retard Lederle)
Triam-oral4 (Sanorania) (Bristol-Myers Squibb) combination preparations Volon Tabl (Bristol-Myers Ledercort (Wyeth-Lederle) J: Kenacort (Squibb-Sankyo)
GB: Ledercort (Lederle); wfm Lederle) USA: Aristocort (Fujisawa) I: Dirahist (Teofarma)-comb
Use: glucocorticoid RN: 76-25-5 MF: C24H31F0, MW: 434.50 EINECS: 200-948-7
LD,,: 5 glkg (M, p.0.)
CN: (1 lP.l6a)-9-fluoro-11.2 1 -dihydroxy- 16,17-[(I -methylethylidene)bis(oxy)Jpregna- 1,4-diene-3.20-dione
triarncinolone acetone Triamcinolone acetonide
Reference(s):
US 2 990 401 (American Cyanamid; 27.6.1961; appl 18.6.1958; prior 11.3.1958)
Bernstein, S et al.: J Am Chem Soc (JACSAT) 81, 1689 (1959)
Heller, M et al.: J Org Chem (JOCEAH) 26, 5044 (1961)
Fried, J et al.: J Am Chem Soc (JACSAT) 80,2338 (1958)
Trade Name(s):
D: Arutrin (Chauvin
ankerpharm)
Berlicort (Berlin-Chemie)
Delphicort CremeISalbe
(I ~ d e r l e )
Extracort Creme
(Galderma)
Kenalog (Bristol-Myers
Squibb)
Korticoid ratiopharm
(ratiopharm)
Triamcinolon Wolff (Wolff)
Triam Creme Lichtenstein (Lichtenstein)
Triamgalen (Pharmagalen) Triamhexal (Hexal) Triam-Injekt (Sanorania) Tri-Anemul (Medopharm) Volon (Bristol-Myers Squibb)
Volonimat (Bristol-Myers Squibb)
combination preparations F: Cidermex (Evans Medical)- comb
Corticotulle Lumkre (Solvay Pharma)-comb Kenacort-retard (Bristol- Myers Squibb)
Kenalcol (Bristol-Myers Squibb)-comb
Localone (Pierre Fabre Dermato1ogie)-comb Mycolog (Bristol-Myers Squibb)-comb
Nasacort (Specia) Pevisone (Janssen-Ci1ag)- comb
Trang 82098 T Triamcinolone benetonide
GB: Adcortyl (Bristol-Myers
Squibb)
Audicort (Wyeth)-comb
Aureocort (Wyeth)-comb
Kenalog (Bristol-Myers
Squibb)
Nasacort (RhBne-Poulenc
Rorer)
Nystadermal (Bristol-
Myers Squibb)-comb
Pevaryl TC (Janssen-
Ci1ag)-comb
Tri-adcortyl (Bristol-Myers
Squibb)-comb
1: Assocort (Bristol-Myers Squibb)-comb
Aureocort (Wyeth- Leder1e)-comb
Kataval (Wyeth-Leder1e)- comb
Kenacort A Retard (Bristol- Myers Squibb)
Ledercort A110 (Wyeth- Lederle)
Neo-audiocort (Wyeth- Leder1e)-comb
Pevisone (Janssen-Ci1ag)- comb
J: Kenacort-A (Squibb- Sankyo)
Ledercort N (Lederle) Rineton (Sanwa) Tricinolon (Toko Yakuhin Osaka)
USA: Aristocort (Fujisawa) Myco-Triacet (Teva)-comb Myrtrex F (Savage) Nasacort (RhBne-Poulenc Rorer)
Tac-3 (Parnell) Triacet (Teva)
Use: glucocorticoid RN: 3 1002-79-6 MF: C35H42FNOx MW: 623.72 ElNECS: 250-427-3
CN: (1 1 P, 16a)-21-[3-(benzoylamino)-2-methyl-l-oxopropoxy]-9-fluoro-l 1-hydroxy-l6,17-[(I-
methylethylidene)bis(oxy)]pregna-1,4-diene-3,2O-dione
Reference(s):
DOS 2 047 218 (Sigma-Tau; appl 25.9.1970; I-prior 31.10.1969)
triomcinolone acetonide 8-benzoylominoiso-
Triamcinolone benetonide
Trade Name(s):
F: Tibicorten (Stiefel); wfm I: Tibicorten F (Sigma-Tau)-
comb.; wfm
(9 v.) butyryl chlor~de
Use: glucocorticoid RN: 67-78-7 MF: C,,H3,FOx MW: 478.51 EINECS: 200-669-0
CN: (1 1 P,l6a)- 16,21-bis(acetyloxy)-9-fluoro-ll,l7-dihydroxypregna-l,4-diene-3,2O-dione
Trang 9Triamcinolone hexacetonide T 2099
1 SeO,, (CH3)$OH
or
1 selenium dioxide,
0'
16a.21 -diacetoxy-1 1p,17-
dihydroxy-3,20-dioxo-9-
fluom-4-pregnene
(cf triorncinolone synthesis)
Triarncinolone diacetate
H2F2 CHCI3
*
hydrogen fluoride
Triarncinolone diacetate
u
16a,21 -diacetoxy-3,20-
dioxo-17-hydroxy-9p,llp-
epoxy-1.4-pregnadiene
(cf triarncinolone synthesis)
Reference(s):
a1 DE 1 096 900 (American Cyanamid; appl 1959; USA-prior 1958)
GB 835 836 (American Cyanamid; valid from 1958; USA-prior 1957)
a2 GB 824 351 (American Cyanamid; valid from 1956; USA-prior 1956)
b GB 851 501 (American Cyanamid; valid from 1958; USA-prior 1957)
Trade Name(s):
D: Delphicort (Lederle) F: TCdarol (Specia); wfm J: Ledercort inj (Lederle) Delphimix (Leder1e)-comb I: Ledercort (Cyanamid) USA: Aristocorte (Fujisawa)
Use: glucocorticoid RN: 5611-51-8 MF: C,,H,,FO, MW: 532.65 EINECS: 227-031-4
CN: (1 1 P,16a)-21-(3,3-dimethyI-l -oxobutoxy)-9-fluoro-I 1-hydroxy-16,17-[(I-
methylethylidene)bis(oxy)]pregna- 1,4-diene-3.20-dione
triamcinolone ocetonide (I) tert-butyl- Triarncinolone hexacetanide
Trang 102100 T Triamterene
pyridine
tert-butylacetic
anhydride
Referencefs):
DOS 2 317 954 (J Zaklady Farm "Polfa"; appl 10.4.1973; P-prior 21.4.1972)
injection suspension:
US 3 457 348 (American Cyanamid; 22.7.1969; prior 27.6.1966)
review:
Zbinovsky, V ; Chrekian, G.P.: Anal Profiles Drug Subst (APDSB7) 6, 579 (1977)
Trade Name(s):
D: Lederlon 5/20 (Lederle) F: Hexatrione longue durke GB: Lederspan (Wyeth)
(Wyeth-Lederle) USA: Aristospan (Fujisawa)
Use: diuretic RN: 396-01-0 MF: C,,H,,N, MW: 253.27 EINECS: 206-904-3
LD,,: 25.077 mglkg (M, i.v.); 285 mglkg (M, p.0.);
400 mglkg (R, p.0.)
CN: 6-phenyl-2,4,7-pteridinetriamine
NaNOZ CH3COOH
2 rnalono-
pyrimidine
5-nitraso-2.4.6- triorninopyrirnidine (I)
benzyl
cyanide
Reference(s):
US 3 081 230 (Smith Kline & French; 12.3.1963; prior 8.9.1960)
Spickett, R.G.W.; Timmis, G.M.: J Chem Soc (JCSOA9) 1954, 2887
FR-M 1 014 (Smith Kline & French; appl 5.1 1.1960)
5-nitroso-2,4,6-triaminopyrimidine:
Sato et al.: Nippon Kagaku Zasshi (NPKZAZ) 72,866 (1951)
improved method:
US 4 145 548 (Henkel; 20.3.1979; D-prior 12.1 1.1976)
DOS 2 65 1 794 (Henkel; appl 12.1 1.1976)