Propiram P 1731 COOH COOH CI-CO-O-CH2-CHCH,2, NC2H53 isobulyl chloroformate, triethylamine 2-phenoxybutyric 6-arninopenicillanic References: GB 877 120 Beecham; appl... Trade Numes
Trang 1Propiram P 1731
COOH COOH
CI-CO-O-CH2-CH(CH,)2, N(C2H5)3
isobulyl chloroformate, triethylamine
2-phenoxybutyric 6-arninopenicillanic
Reference(s):
GB 877 120 (Beecham; appl 10.5.1960; USA-prior 25.5.1959,22.10.1959)
GB 899 199 (Pfizer; appl 7.1.1960; USA-prior 28.9.1959)
GB 904 576 (Bayer; appl 24.1 1.1960; D-prior 4.12.1959)
GB 958 478 (Beecharn; appl 28.2.1963; USA-prior 13.3.1962)
DE 1 143 817 (Beecharn; appl 25.5.1960; USA-prior 25.5.1959, 22.10.1959)
DE 1 154 805 (Bayer; appl 24.10.1961)
DE 1 159 449 (Griinenthal; appl 22.3.1961)
Fomulation(s): f c tabl 280 rng, 700 rng; syrup 70 rng; tabl 125 mg, 140 rng, 280 mg, 700 rng (as potassium
salt)
Trade Name(s):
F: Brocilline (Nativelle); wfm J: Oracillin (Takeda)
Use: analgesic
LD5": 290 mglkg (M, s.c.);
366 rng/kg (R, s.c.)
CN: N-[l-rnethyl-2-(l-piperidinyl)ethyl]-N-2-pyridinylpropanamide
fumarate (1:l)
RN: 13717-04-9 MF: C,,H,,N,O C4H404 MW: 391.47 EINECS: 237-270-6
LD,,: 48.2 rnglkg (M, i.v.); 874 mglkg (M, p.0.);
63.8 rnglkg (R, i.v.); 1289 mglkg (R, p.0.);
1 glkg (dog, p.0.)
Q
sodium
Q
CI amide HN Y N 9
2-amino- 2-chloro-l-
pyridine piperidino-
propane
2-(2-piperidino-l - rnethylethylornino)- pyridine (I)
Trang 2prapianic anhydride I propiram /
Reference(s):
US 3 163 654 (Bayer; 29.12.1964; D-prior 13.4.1961)
FR 1 492 761 (Bayer; appl 13.4.1962; D-prior 13.4.1961)
combinations:
US 4 479 956 (Analgesic Assoc.; 30.10.1984; appl 26.4.1983)
Trade Name(s):
I : Algeril (Bayer); wfrn
Yropiverine
(P4)
ATC: G04BD06 Use: anticholinergic, treatment of
incontinence RN: 60569-19-9 MF: C2,H,,N0, MW: 367.49
CN: a-Phcnyl-a-prupoxybenzeneacetic acid 1 -methyl-4-piperidinyl ester
hydrochloride
RN: 54556-98-8 MF: C,,H2,N0, HCl MW: 403.95
1 -methyl-4- piperidinol (11)
(cf benoctyzlne
synthesis)
Trang 3Propofol P 1733
COOH
11 SOC12 benzen; clpN isoproponol SOClp
-b 111 -+ N
\cH3 benzilic ocid
1 -methyl-4- chloropiperidine
alternative synthesis of ethyl benzilote (I):
bensaldehyde benzoin benzil
Reference(s):
a DD 106 643 (C Starke et al.; appl 12.7.1973; DD-prior 12.7.1973)
Laphin, 1.1 et al.: Khim Khim Tekhnol (SSAKAG) 30 (7), 27-36 (1987)
b Klosa, J.; Delmar, G.: J Prakt Chem (JPCEAO) 1 6 , 7 1-82 (1962)
pharmaceutical preparation:
DE 2 937 489 (C Starke, G Schubert; appl 17.9.1979; DD-prior 9.10.1978)
transdermal formulation:
JP04 266 821 (Rido Chem.; appl 22.2.1991)
Formulatior~(s): drg 5 mg, 15 mg (as hydrochloride)
Trade Narne(s):
Propofol
(Disoprofol; ICI-35868)
Use: anesthetic (injectible)
LD,,: 50mgkg (M, i.v.); 1100 mgfkg (M, p.0.);
42 mgkg (R, i.v.); 500 mg/kg (R, p.0.)
Reference(s):
US 2 831 898 (Ethyl Corp.; 1958)
Kolka, A.J et al.: J Org Chem (JOCEAH) 21,712 (1956); 22,642 (1957)
Kealy, T.J.; Coffman, D.D.: J Org Chem (JOCEAH) 26, 987 (1961)
Carlton, J.K.; Bradbury, W.C.: J Am Chem Soc (JACSAT) 78, 1069 (1956)
I
Trang 41734 P Propoxycainc
Trade Name(s):
Use: local anesthetic
LD,,: 9 mglkg (M, i.v.)
CN: 4-amino-2-propoxybenzoic acid 2-(diethy1amino)ethyl ester
monohydrochloride
LD,,,: 7417 bglkg (M, i.v.)
methyl 4-nitro- propyl benzene-
solicylote sulfanote
COOH
H~C-N"+~' + , \ 0ficti3
4-nitro-2-propoxy- 2-diethylomino
benzoic acid (I) ethyl chloride
1 Prapoxycoine I
Rcfcrence(s):
US 2 689 248 (Sterling Drug; prior 1950)
Trade Nume(s):
comb.; wfm
Trang 5Propranolol P 1735
Use: beta blocking agent
LD,,: 28.1 mgkg (M, i.v.); 289 mgkg (M, p.0.);
23 mgkg (R, i.v.); 660 mgkg (R, p.0.)
hydrochloride
RN: 318-98-9 MF: C,,H,,N02 HCI MW: 295.81 EINECS: 206-268-7
LD,,: 18 mgkg (M,i.v.); 320mglkg (M,p.o.);
21 mgkg (R, i.v.); 466 mglkg (R, p.0.)
+
1 -naphthol (1)
@
1 11
2 NaOH
epichloro- 1 -chloro-3- ornine (111) hydrin (11) (1 -nophthoxy)-
2-proponol
3-(1 -naphkhoxy)- propylene oxide
Rejerence(s):
DE 1 493 847 (ICI; prior 18.1 1.1963)
US 3 337 628 (ICI; 22.8.1967; GB-prior 23.1 1.1962)
GB 994 918 (ICI; appl 23.11.1962; valid from 28.10.1963)
GB 995 800 (ICI; appl 23.1 1.1962; valid from 28.10.1963)
retard form:
US 4 138 475 (ICI; 6.2.1979; GB-prior 1.6.1977)
Propronolol
Formulation(s): amp 5 mgl5 ml; f c tabl 10 mg, 20 mg, 40 mg, 80 mg; s r cps 60 mg, 80 mg, 120 mg,
160 mg; tabl 10 mg, 25 mg, 40 mg, 80 mg (as hydrochloride)
Traa'e Name(s):
D: Beta-Tablinen (Sanorania)
Dociton (Rhein-Pharma;
Zeneca)
Efektolol (Brenner-Efeka)
Elbrol (Pfleger)
Indobloc (ASTA Medica
AWD)
Obsidian (Isis Pharma)
Probabloc-401-80
(Azupharma)
Propanur 20140180 (Henning Berlin) Prophylux (Hennig) Propranolol-Gry (Gry) Sagittol40/80/160 (Sagitta); wfm various generics and combination preparations
HCmipralon (Urpac-Astier) GB: Beta-Prograne (Tillomed)
Inderal LA (Zeneca; 1965) Inderetic (Zeneca)-comb lnderex (Zeneca)-comb Probeta LA (Trinity) Propanix LA (Ashbourne) I: Inderal (Zeneca; 1967)
Inderal (Sumitomo) Kemi (Otsuka) Pylapron (Kyorin)
Trang 61736 P Proovlhexedrine
hydrochlorothiazide
Use: sympathomimetic, appetite depressant
hydrochloride
RN: 1007-33-6 MF: CloH21N HC1 MW: 191.75 EINECS: 213-753-7
(+)-base
(+)-hydrochloride
LD,,: 70 mglkg (M, i.p.)
N,a-dirnethyl-
benzeneethanornine
Reference(s):
DE 949 657 (Knoll; appl 1954)
DE 970 480 (Knoll; appl 1940)
Zenitz, B.L et al.: J A Chem Soc (JACSAT) 69, 11 17 (1947)
alternative synrhesis:
US 2 454 746 (Smith Kline & French; 1948; appl 1947)
Formularion(s): drg 25 mg
Trade Name(s):
D: Eventin (Minden); wfm GB: Benzedrex (Smith Kline & USA: Benzedrex (Smith Kline &
Use: X-ray contrast medium
LD,,: 300 mglkg (M, i.v.); >18 glkg (M, p.0.)
CN: 3,5-diiodo-4-0x0-l(4H)pyridineacetic acid propyl ester
Trang 7Propylthiouracil P 1737
iodine I chloroocetic acid I 1
4(1H)-pyridone 3.5-diiodo-4(1 H)-
pyridone
I Propyliodone
Reference(sJ:
GB 517 382 (ICI; appl 1938)
BE 5 16 687 (Glaxo; appl 1953; GB-prior 1952)
Formulation(s): susp 10 g120 ml, vial 50 %
Trade Name(s):
0
3.5-diiodo-4-0x0- 1.4-dihydropyridino- acetic ocid (I)
Chemie); wfm
Use: antithyroid drug
LD,,: 1250 mgikg (R, p.0.)
ethyl 3-oxocoproote thioureo I Propylthiouiocil I
Reference(s):
Anderson, G.W et al.: J Am Chem Soc (JACSAT) 67,2197 (1945)
Formularion(s): tabl 25 mg, 50 mg
Trade Name(s):
Trang 81738 P Propyphenazone
Propgphenazone
(Isopropylantipyrin)
Use: analgesic, antipyretic RN:
LD,,,:
CN:
960 mglkg (M, p.o.1;
860 mglkg (R, p.0.)
1,2-dihydro- 1,s-dimethyl-4-(I -methylethyl)-2-phenyl-3H-pyrazol-3-one
pyrozolone
4-isopropyl-3- methyl- 1 -phenyl- 5-b2-pyrozolone (1)
Reference(s):
D R P 565 799 (Hoffmann-La Roche; appl 1931)
D E 962 254 (Riedel-deHaen; appl 1954)
Formulntion(s): cps 400 mg; suppos 100 mg, 200 mg, 300 mg, 400 mg; tabl 500 mg
Trade Name(s):
AWD)
Demex (Berlln-Chemie)
Eufibron (Berlin-Chemie)
Isoprochin (Mcrckle)
Saridon (Roche Nicholas)-
comb
and circa 150 more
generics and combination
preparations
F: Polypirine (Lehning)-
comb
I: Caffalgina (Home)-comb
Flexidone (Po1i)-comb
Influvit (Recordati)-comb
Micranet (0gna)-comb
Mind01 (Merck-Bracco)- comb
Neo-Optalidon (Novartis)- comb
Omniadol (Montefarrnaco)- comb
Optalidon confetti (Novartis)-comb
Ribelfan (Pharmacia &
Upjohn)-comb
Saridon (Roche)-comb Spasmocibalgina (Novanis)-comb Spasmoplus (Novartis)- comb
Uniplus (Ange1im)-comb Veramon (Sofar)-comb, Vit~algin (Boots H.M
VIT1)-comb
LD,,,: 8 0 mg/kg (M, i.p.)
Trang 9Proquazone P 1739
phenothiozine 2 2-bromopropionyl
bromide
(1) methyl I Propyromozine bromide
bromide
Referencefs):
US 2 615 886 (Astra; 1952; prior 1951)
Formulation(s): tabl 25 mg; vial 10 mglml
Trade Name(s):
F: Diaspasmyl (Diamant);
wfm
Use: analgesic, anti-inflammatory
LD,,: 930 mgkg (M, p.0.);
759 mglkg (R, p.0.)
H3C
NH2
_,
2-amino-4-methyl-
benzophenone
P-isopropylomino- 4-methylbenzo- phenone
Reference(s):
US 3 723 432 (Sandoz-Wander; 27.3.1973; prior 29.8.1966,4.5.1967,4.10.1967,26.2.1968, 1.7.1968,
12.11.1968)
DE 1 805 501 (Sandoz; appl 26.10.1968; USA-prior 30.10.1967, 26.2.1968, 1.7.1968)
alternative synthesis:
US 3 549 635 (Sandoz-Wander; 22.12.1970; prior 26.2.1968, 1.7.1968)
DOS 1 909 110 (Sandoz; appl 24.2.1969; USA-prior 26.2.1968, 1.7.1968)
Trang 101740 P Proscillaridin
2-isopropylamino-4-methylbenzophenone:
US 3 845 128 (Sandoz; 29.10.1974; prior 30.10.1967, 5.8.1970)
DOS I 81 8 01 2 (Sandoz; appl 26.10.1968; USA-prior 3O.lO.l967,26.2.1968, 1.7.1968)
US 4 071 557 (Sandoz; 31.1.1978; appl 29.1.1976)
Formulation(s): cps 200 mg, 300 mg; suppos 300 mg
Trade Name(s):
D: Biarison (Sandoz); wfm
Proscillaridin
(Proscillaridin A)
ATC: COlABOl Use: cardiac glycoside RN: 466-06-8 MF: C,,H,,O, MW: 530.66 EINECS: 207-370-4
LD,,: 4.7 mglkg (M, i.v.); 30.5 mg/kg (M, p.0.);
9 mg/kg (R, i.v.); 56 mglkg (R, p.0.)
enzymatic hydralysis (p-glucosidose)
_*
glucoscilloren A
(from Scillo moritimo L.)
enzymatic hydrolysis (scillorenose or strophonthobiore or Coronillo enzymes or fungo1 enzymes)
OH OH
scllloren A (I)
I Proscilloridin
@ from Urgineo burkei Baker