CN: I -[2-chlorophenyldiphenylmethyl]- IH-imidazole 2-chloro- 2-chlorobenzo- 2-chlorotriphenyl- methyl chloride 11 2-chloro- phenylrnognesiurn 2-chlorotriphenyl- benzophenone In bromi
Trang 1Clorprenaline C 531
: Reference(s):
! DOS 2 846 083 (Fidia; appl 23.10.1978; I-prior 17.11.1977)
US 4 296 039 (Fidia; 2O.lO.lY8 I; I-prior 17.1 1 l977)
, synthesis of ethyl 2-(2-diethy1aminoethyl)acetoacetate:
Weizmann, Ch.; Bergmann, E.; Sulzbacher, M.: J Org Chem (JOCEAH) 15, 918 (1950)
synthesis of 2-chlororesorcinol:
Schamp, N : Bull Soc Chim Belg (BSCBAG) 73,35 (1946)
Wauzlick, H.V.; Mohrmann, S.: Chem Ber (CHBEAM) 96, 2257 (1963)
Fonnulation(s): amp 30 mg15 ml; cps 100 mg; vial 30 mg
Trade Name(s):
I: Assogen (Metapharma) Proendotel (Fidia; 199 1)
Use: bronchodilator RN: 3811-25-4 MF: CIIHl,CINO MW: 213.71 EINECS: 223-291-8
CN: 2-~hloro-a-[[(l-methylethyl)amino]methyl]benzenemethanol
hydrochIoride monohydrate
RN: 5588-22-7 MF: C,lH16C1N0 HC1 H,O MW: 268.18
LD,: 54 mg/kg (M, i.v.); 298 mglkg (M, pa.);
68 mgkg (R, i.v.); 450 mglkg (R, p.0.);
>400 rn@g (dog, p.0.)
2'-chloro-
acetophenone
P-bromo- 2'-chloro- acetophenone
isopropylamine I ~lorprenoline 1
Reference(s):
US 2 816 059 (Lilly; 1957; appl 1956)
Formulation(s): sol 2 % (inhalation)
Trade Name(s):
Clopinerin (Nippon Shoji) Kalutein (Tatsumi) Propran (Kobayashi Kako) Clorprenalin HC1 (Kongo)
Trang 2532 C Clortermine
Clortermine
RN: 10389-73-8 MF: Cl,HI4ClN MW: 183.68
CN: 2-chloro-a,a-dimethylbenzeneethanamine
hydrochloride
RN: 10389-72-7 MF: Cl,H14ClN HCI MW: 220.14
LD,,,: 332 m g k g (R, p.0.)
ATC: NO7 Use: appetite depressant
15; /
acetone
\
2-chlaro- 2-chlorobenzyl- 1 -(2-chloro-
Reference(s):
US 3 415 937 (Ciba; 10.12.1968; appl 1.12.1966; prior 31.8.1964)
Formulation(s): tabl 50 mg
Trade Namefs):
USA: Voranil (USV); wfm
Use: anabolic RN: 855-19-6 MF: C,,H&10, MW: 364.91 EINECS: 212-720-4
CN: (1 7P)- 17-(acetyloxy)-4-chloroandrost-4-en-3-one
clostebol
RN: 1093-58-9 MF: Cl,H,7C10, MW: 322.88 EINECS: 214-133-9
0 0
O H20Z, NaOH
HCI, CHC13
,
hydrogen peroxide
Clostebol acetote
Reference(s):
US 2 953 582 (Soc Farmaceutici Italia; 20.9.1960; appl 26.10.1M6; I-prior 23.4.1956)
US 2 933 510 (Julian Labs.; 19.4.1960, Prior 3.2.1955)
Formulation(s): cream 0.5 %; sugar coated tabl 15 mg; vial 10 mgl1.5 ml
Trade Name(s):
Trang 3Clotiazepam C 533 I: Alfa-Trofodermine Trofodermin (Farmitalia)- J: Steranabol (Sumitomo)
Use: anxiolytlc, benzodiazepine analog RN: 33671-46-4 MF: C,,H,,ClN,OS MW: 318.83 EINECS: 251-627-3
LD,,: 440 mglkg (M, i.p.); 636 mglkg (M, p.0.)
CN: 5-(2-chlorophenyl)-7-ethyl-1,3-dihydro-l-methyl-2H-thieno[2,3-e]-1,4-diazep~n-2-one
3-(2-chloro- ethyl glycinote
benzoyl)-5-ethyl- hydrochloride (11)
2-methylomino-
thiophene (I)
40;
CH3
-
Clotiazepom
N-benzyloxy-
corbonylglycyl
chloride
NH,
dimethyl zulfote
Trang 4534 C Clotrimazole
Reference(s):
DOS 2 107 356 (Yoshitomi; appl 16.2.1971; J-prior 17.2.1970, 23.2.1970, 7.3.1970, 25.6.1970, 31.7.1970)
US 3 849 405 (Yoshitomi; 19.1 1.1974; J-prior 17.2.1970, 23.2.1970,7.3.1970, 25.6.1970, 31.7.1970)
Formulntion(s): drops 1 %; tabl 5 mg, 10 mg, 20 mg
Trade Name(s):
D: Trecalmo (Bayer Vital; Tienor (Farmaka)
F: VCratran (Murat; 1984) Isocline (Sawai)
I: Rizen (Puropharma; 1984) Lieze (Yoshitomi)
Reilyfter (Maruko) Rize (Yoshitomi)
Use: antifungal RN: 23593-75-1 MF: C,,H,,ClN, MW: 344.85 EINECS: 245-764-8
LD,,: 76 1 mg/kg (M, p.0.);
708 mglkg (R, p.0.);
>2 g/kg (dog, p.0.)
CN: I -[(2-chlorophenyl)diphenylmethyl]- IH-imidazole
2-chloro- 2-chlorobenzo-
2-chlorotriphenyl- methyl chloride (11)
2-chloro- phenylrnognesiurn 2-chlorotriphenyl-
benzophenone (In) bromide corbinol
Clotrimazole
Reference(s):
DE 1 617 481 (Bayer; appl 15.9.1967)
DAS 1 670 976 (Bayer; appl 29.1.1968)
DE 1 670 977 (Bayer; D-prior 29.1.1968)
US 3 660 577 (Bayer; 2.5.1972; D-prior 15.9.1967)
US 3 705 172 (Bayer; 5.12.1972; D-prior 15.9.1967)
Trang 5mode of mechanism:
Berg, D et a].: Arzneim.-Forsch (ARZNAD) 34 (I), 139 (1984)
Cloxacillin C 535
! medical use at Herpes labialis:
$ US 4 438 129 (Pennwalt; 20.3.1984; appl 27.9.1982)
special formulations:
DOS 3 321 043 (Bayer; appl 10.6.1983)
EP 128 459 (Bayer; appl 30.5.1984; D-prior 10.6.1983)
EP 112 485 (Bayer; appl 17.1 1.1983; D-pr~or 25.1 1.1982)
combination wirh corticosteroids:
EP49 468 (Schering Corp.; appl 30.9.1981; USA-prior 6.10.1980)
&rmulation(s): pessaries 100 mg, 200 mg, powder 10 mglg (1 %); 500 mg; sol I %, 10 mg; spray 10 mglml
(1 %); topical cream 1 %, 10 mg; vaginal cream 10 mg, 20 mglml (2 %, 10 %); vaginal tabl
100 mg, 200 mg, 500 mg
Trade Name(s):
D: Antifungal (Hexal)
Apocanda (esparma)
ARU Spray (Chauvin
ankerpharm)
Azutrimazol (Azupharma)
Benzoderm (Athenstaedt)
Candazol (Apogepha)
Canesten (Bayer; 1973)
Canifug (Wolff)
Cloderm (Dermapharm)
Cutistad (Stada)
Durafungol (durachemie)
Gilt (Solvay Arzneimittel)
Gyno Canesten (Bayer
Vital)
Holfungin (Holborn)
Jenamazol (Jenapharm)
Lobalacid (Kade)
Mono Baycuten (Bayropharm)
M ycofug (Hermal) Myko Cordes (Ichthyol) Mykofungin (Wyeth) Mykohaug (betapharm) Ovis (Warner-Lambert) Pedisafe (BASF Generics) Radical (Maurer) Uromycol (Hayer) F: Trimysten (Roger Bellon;
1978); wfm GB: Canesten (Bayer; 1973) Canesten HC (Bayer)- comb
Lotriderm (Dominion)- comb
Masnoderm (Dominion)
I: Antimicotico Same (Savoma)
Canesten (Bayropharm;
1973) Desamix Effe (Savoma)- comb
Gy no-Canesten (Bayropharm) Meclon (Farmigea) J: Empecid (Bayer-Takeda;
1976) Tao (Toko-Fujisawa) USA: Fungoid (Pedinol) Lotrimin (Schering; 1976) Lotrisone (Schering) Mycelex (Bayer)
Use: antibiotic RN: 61-72-3 MF: C,yH18ClN30SS MW: 435.89 EINECS: 200-5 14-7
CN: [2S-(2a,5a,6~)~-6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4- thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
monosodium salt
RN: 642-78-4 MF: Cl,H,7ClN,NaOSS MW: 457.87 EINECS: 21 1-390-9
LDS,: 916 mglkg (M, i.v.); 5 glkg (M, p.0.);
1660 mgkg (R, i.v.); 5 glkg (R, p.0.)
monosodium salt monohydrate
RN: 7081-44-9 MF: ClyH,7C1N3NaOSS H,O MW: 475.89
LD,,: ll00mg/kg(M,i.v.);5g/kg(M,p.o.);
1660 mgkg (R, i.v.); 5 glkg (R, p.0.)
Trang 6536 C Cloxazolam
CHO hydroxyl- - \=N-OH )=N-OH ethyl acetoacetate
2-chloro- Z-chlorobenz-
benzaldehyde aldehyde oxirne
3-(2-chlorapheny1)- 5-methylisaxazale- 4-carboxylic acid
C O O H
C H 3
US 2 996 501 (Beecham; 15.8.1961; GB-prior 3 1.3.1960)
GB 905 778 (Beecham; appl 31.3.1960; valid from 14.3.1961)
GB 958 478 (Beecham; appl 28.2.1963; USA-prior 13.3.1962)
Formulation(s): amp 250 mg, 500 mg; cps 250 mg, 500 mg; tabl 250 mg, 500 mg (as sodium salt)
Trade Name(s):
D: Ampiclox (Beecham)-
comb with ampicillin; wfm
Pyoclox (Beecham)-comb
with carbenicillin; wfm
Pyolox (Beecham)-comb
with carbenicillin; wfm
F: Orbenine (SmithKline
Beecham)
GB: Ampiclox (SmithKline Beecham)-comb with ampicillin
Orbenin (Beecham); wfm I: Amplium (Sigma-Tau)- comb
Cloxac (Formulario Naz.) J: Acucillin (Fuji)-comb
Methocillin-S (Meiji Seik Orbenin (Beecham- Fujisawa) Prostaphlin (Bristre-Bany Solcillin C (Takeda)-coml Totaclox (Beecham)-com USA: Cloxapen (Beecham); wfi Tegopen (Bristol); wfm
Use: tranquilizer RN: 24166-13-0 MF: C1,H,,C12N202 MW: 349.22
LD,,,: 2630 mglkg (M, p.0.);
1780 mglkg (R, p.0.)
CN: 1 0-chloro- 1 1 b-(2-chloropheny1)-2,3,7,11 b-tetrahydrooxazolo[3,2-d][l,4]benzodiazepin-6(5H)-one
Trang 7Clozapine C 537
H
2-amino-2'3- bromoocetyl
dlchlorobenzo- chloride
heno one
Referencefs):
DOS 1 812 252 (Sankyo; appl 26.11.1968; J-prior 27.1 1.1967)
DOS 1 817 923 (Sankyo; appl 26.1 1.1968; J-prior 27.1 1.1967)
alternative synthesis:
DOS 1 954 065 (Sankyo; appl 23.10.1969; J-prior 24.10.1968, 17.4.1969)
US 3 696 094 (Sankyo; 3.10.1972; J-prior 24.10.1968,25.10.1968)
US 3 772 371 (Sankyo; 13.1 1.1973; J-prior 27.1 1.1967)
review:
Schulte, E.: Dtsch Apoth Ztg (DAZEA2) 115, 1253, 1828 (1975)
Formulation(s): tabl 1 mg, 2 mg
Trade Namefs):
J: Enadel (Taito Pfizer) Sepazon (Sankyo)
cl%
H 0
Cloxozolorn
Use: neuroleptic RN: 5786-21-0 MF: Cl,H19C1N, MW: 326.83 EINECS: 227-313-7
LD,,: 36.5 mglkg (M, i.v.); 150 m g k g (M, p.0.);
41.6 m a g (R, i.v.); 251 m g k g (R, p.0.);
145 m a g (dog, p.0.)
CN: 8-chloro-1144-methyl- 1 -piperazinyl)-5H-dibenzo[b,cJ[ 1,4]diazepine
4-chloro-2-
nitrooniline
H3C\
methyl 2-chloro- benzoate
F H 3
8
b
I -methyl- piperozine (1)
b
Trang 8538 C Cobamamide
1 KO-C(CH3)3
Ciozopine
1 potossium tert-butylote
2 4-nitrobenzyl chloride
8 - c h l o r o - l l -thioxo
10.1 1 -dihydro-5H-
dibenzo[b.e][l.4]-
diozepine
Reference(s):
CH 404 677 (Dr A Wander; appl 2.12.1960)
CH 398 620 (Dr A Wander; appl 16.8.1960)
GB 980 853 (Dr A Wander; appl 16.8.1961; CH-prior 16.8.1960,2.12.1960)
NL 147 426 (Dr A Wander; appl 24.5.1963; CH-prior 25.5.1962, 8.6.1962, 5.12.1962, 15.2.1963)
DE 1 280 879 (Wander; appl 7.8.1961; CH-prior 16.8.1960,2.12.1960)
US 3 539 573 (Wander; 10.11.1970; CH-prior 16.8.1060,2.12.1960,20.7.1961,25.5.1962,5.12.1962,15.2.1963,
22.3.1967, 11.7.1967, 3.11.1967)
Hunziker, F et al.: Helv Chim Acta (HCACAV) 50, 1588 (1967)
Formulation(s): inj sol 50 mgl2 ml; tabl 25 mg, 100 mg
Trade Name(s):
D: Clozaril (Novartis) F: Leponex (Novartis)
Leponex (Novartis Pharma) USA: Clozaril (Novartis)
(Adenosylcobalamin; Coenzym B,,; Djbencozide) Use: anabolic
RN: 13870-90-1 MF: C7,Hl,C~N,RO17P MW: 1579.61 EINECS: 237-627-6
LDSo: 1 g/kg (M, i.v.)
CN: cobinamide Co-(5'-deoxyadenosine-5') deriv hydroxide dihydrogen phosphate (ester) inner salt 3'-ester
with 5,6-dimethyl-l-a-~-ribofuranosyl-1H-benzimidazole
Zn/HCI or Zn/CH3COOH or NoBH4 [under exclusion of 02]
b I1 hydroxocobolomin (I)
Trang 9Cobamamide C 539
hydridocobolornin (11)
aq HCI
II f
3 K2C03 or NoOH
1
2 5'-deoxy-5'-iodoodenosin
Reference(s):
a Bemhauer, K et al.: Angew Chem (ANCEAD) 75, 1145 (1963)
US 3 213 082 (Glaxo; 19.10.1965; GB-prior 11.12.1961)
b US 3 461 114 (Yamanouchi; 12.8.1969; J-prior 1.10.1966)
Formulation(s): cps 0.25 mg, 1 mg; drops 30 mg; tabl 0.25 mg, I mg, 2.5 mg
Trade Name(s):
D: Xobaline (Albert-Roussel); wfm
Trang 10540 C Cocarboxvlase
F: Vibalgan (Doms-Adrian)-
comb
I: Amico (SIT)-comb
Aminozim (Pierrel)-comb J:
Anabasi (Zilliken)
Calciozim (Pierrel)-comb
Calisvit (Menarini)-comb
Cobaforte (Roussel)
Cocametina B 12 (Sigma-
Tau)-comb
Glutacomplex (Chemi1)-
comb
Hepafactor Complex (Sigma-Tau)-comb
Indusil (Recordati) Actavix (Nippon Kayaku) Actimide (Tobishi) Ademide (Toyo Jozo) Cabarol (Daiko) Calomide (Yamanouchi) Cobaforte (Roussel- Chugai)
Cobalan (Daiichi) Cobaltamin-S (Wakamoto)
Cobamyde (Shiu Nihon Jitsugyo)
Funacomide (Funai) Hokurarnide (Hokuriku) Hycobal (Eisai) Hyrasedon (Sawai) Lasedmeide (Choseido) Metamide (Nakataki) Sabalamin (Sato-Santen) Satomid (Shinshin) generics and combination preparations
Use: enzyme against metabolic disturbance
RN: 154-87-0 MF: CI,H,,CIN,O,P,S MW: 460.77 EINECS: 205-836-1
LD,,,: > I g/kg (M, i.m.);
>500 mglkg (R, i.m.)
CN: 3-[(4-amino-2-methyl-5-pyrimidinyl)methy1]-4-methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6- diphosphahex-1-y1)thiazolium chloride
H2N
Cacarboxylase
Work up of the reaction mixtures on ion-exchangers
Reference(s):
US 2 991 284 (E Merck AG; 4.7.1961; D-prior 28.9.1957)
Formulation(s): vial 5.8 mgIlO mg, 20 mg, 50 mg, 100 mg
Trade Name(s):
D: Cernevit (Baxter)-comb
F: CernCnit (Baxter)-comb
Plenyl (0berlin)-comb
generics and combination
preparations
I: Adenobeta (Salus
Research)-comb
Adenoplex (Lepetit)-comb
Adenovit (Nuovo Cons
Sanit Naz.)-comb
Benexol (Roche)-comb
Bivitasi (ISI)
Firmavit (Firma)-comb
Fosforilasi (Po1ifarma)- comb
Neogeynevral (Geymonat)- comb
Piruvasi (Delalande 1snardi)-comb
salts and combination preparations
J: Bicholase (Fuso) Cocalbose (Fuji Zoki) Cocalox (Maruko) Co-Carten (Sanken) Coxylase (Funai)
Carboxin (Toa Eiyo- Yamanouchi) Hiactose (Ohno) Metabolase (Takeda) Neo Alinachiol (Kanto) Nutrase (Kyorin) Paraboramin (Hoei) Proffit (Isei) Pyrolase (Chugai) Reborase (Kanto) Thiamilase (Hokuriku)