200 mg as hydrochloride; susp.. 10 mg benzoyl chloride Trade Names: D: Duspatal Solvay Duspatal~n Solvay; as Fy bogel Mebeverine Arzneimittel; as hydrochloride Reckltt & Co1man-comb...
Trang 1Mebendazole M 121 1
CI
2-(4-chlorabenzoyl)- ethylene-
benzoic acid diamine
pyridine
(2-imidazolin- 2-yl)-benzo- phenane
Reference(s):
DOS 1 770 030 (Sandoz; appl 22.3.1968; USA-prior 23.3.1967)
US 3 597 445 (Sandoz-Wander; 3.8.1971; appl 19.6.1968)
US 3 763 178 (American Home Products; 2.10.1973; appl 5.9.1968; prior 15.9.1965.2.9.1966, 14.3.1967)
alternative syntheses:
DOS 1 795 105 (Sandoz; appl 10.8.1968; USA-prior 15.8.1967,3.5.1968)
DOS 1 814 540 (Sandoz; appl 12.12.1968; USA-prior 18.12.1967, 23.7.1968)
DOS 1 930 488 (Sandoz; appl 16.6.1969; USA-prior 19.6.1968)
Formulation(s): tabl 1 mg, 2 mg
Trade Name(s):
D: Teronac (Wander); wfm I: Mazildene (Lifepharma); USA: Sanorex (Sandoz); wfm GB: Tcronac (Wander); wfm wfm
Use: anthelmintic RN: 31431-39-7 MF: C,,H,,N,O, MW: 295.30 EINECS: 250-635-4
LD,,,: 620 mglkg (M, p.0.);
714 mg/kg (R, p.0.);
1280 m g k g (dog, p.0.)
CN: (5-benzoyl1H-bznzimidazol-2-y1)carbamic acid met!iyr! ester
Trang 21212 M Mebeverine
4-chloro-
benzophenone
4-chloro-3-nitro- benzophenone
4-amino-3-nitro-
benzophenone (I)
3.4-diomino- benzophenone (11)
0
N ~ 0 \ c H 3 0
S-methylthiouronium- methyl
methyl S-methyl- isothioureo-N- corboxylate (111)
Rejkrence(s):
DE 2 029 637 (Janssen; appl 16.6.1970; USA-prior 20.6.1969)
US 3 657 267 (Janssen; 18.4.1972; prior 20.6.1969)
Formulation(s): chewable tabl 100 mg; susp 100 mg/5 ml; tabl 100 mg, 500 mg
Trade Name(s):
D: Surfont (Ardeypharm) GB: Vermox (Janssen-Cilag; J: Mebendazol (Janssen
1976) I: Vermox (Janssen; 1979) USA: Vermox (Janssen; 1975)
Use: antispasmodic RN: 3625-06-7 MF: C2sH35NOs MW: 429.56 EINECS: 222-830-4
LD,,: 24 mglkg (M, i.v.); 995 m g k g (M, p.0.)
CN: 3,4-dimethoxybenzoic acid 4-[ethyl[2-(4-methoxyphenyl)-1-methylethyl]amino]butyl ester
hydrochloride
RN: 2753-45-9 MF: C2sH35N05 HCI MW: 466.02 EINECS: 220-400-0
LD,,: 17.7 m g k g (R, i.v.); 1540 mglkg (R, p.0.)
Trang 3Mebhydrolin M 1213
H, Pt
formylpropionote
propane
J - K - N -
Reference (s):
DE 1 126 889 (N V Philips; appl 20.1 1.1958; NL-prior 23.1 1.1957)
3,4-dimethoxy-
alternative synthesis:
GB 1 009 082 (N V Philips; appl l9.10.1961; NL-prior 22.10.1960)
Mebeverine
Formulation(s): cps 100 mg; drg 135 mg; s r cps 200 mg (as hydrochloride); susp 10 mg
benzoyl chloride
Trade Name(s):
D: Duspatal (Solvay Duspatal~n (Solvay; as Fy bogel Mebeverine Arzneimittel; as hydrochloride) (Reckltt & Co1man)-comb hydrochloride)-comb Spasmopriv (Irex; as I: Duspatal Duphar (UCM) F: Colopriv (Biotherapie; as hydrochloride)
hydrochloride) GB: Colofac (Solvay)
Use: antihistaminic RN: 524-81-2 MF: C,,H,,,N, MW: 276.38 EINECS: 208-364-4
CN: 2,3,4,5-tetrahydro-2-methyI-5-(phenylmethyl)-1H-pyrido[4,3-b]indole
naphthalene-1,s-disulfonate (2:l)
RN: 6153-33-9 MF: C,,H2,N2 112C,,H,0,S2 MW: 841.07 EINECS: 228-170-3
LD,,,: 40 mglkg (M, i.v.)
Trang 41214 M Mebutamate
HCI, C2H50H
phenylhydrozine 4-pipendone
Ref'erence(s):
GB 721 171 (Bayer; appl 1952; D-prior 1951)
Fomulation(s): drg 50 mg, 76 mg (as napadisilate); s r tabl 150 mg; susp 50 mg; tabl 50 mg
Trade Namds):
D: Omcril(Bayer);wfm GB: Fabahistin (Baycr); wfm
Omeril (Tropon-Dome I: lncidal (Bayropharm)
Hollister Stier); wfm J: Incidal (Yoshitomi)
Use: neurosedative, antihypertensive RN: 64-55- 1 MF: C,,H,,lN20, MW: 232.28 EINECS: 200-587-5
LD,,,: 550 mglkg (M, p.0.);
1160 m g k g (R, p.0.)
CN: 2-methyl-2-(1-methylpropy1)-1,3-propancdiol dicarbamate
LiAIH,
H3C C H ~ O alonate H3C CH3
2-sec-butyl-2- methylpropone-
1,3-diol (I)
Rejerence(s):
US 2 878 280 (Carter Products; 17.3.1959; prior 29.11.1955)
Formulation(s): tabl 300 mg
Trade Nameis):
1: Sigmafon (Lafare) USA: Capla (Wallace); wfm
Trang 5Mecamylamine M 1215
Mecamylamine
(Dimecamine)
ATC: C02BBOl Use: ganglionic blocker, antihypertensive RN: 60-40-2 MF: Cl,H21N MW: 167.30 EINECS: 200-476-1
LD,,: 11.9 mglkg (M, i.v.); 90 mglkg (M, p.0.)
CN: N,2,3,3-tetramethylbicyclo[2.2.l]heptan-2-amine
hydrochloride
RN: 826-39-1 MF: C,,H,,N HC1 MW: 203.76 EINECS: 212-555-8
LD,,,: 14 m g k g (M, i.v.); 92 mglkg (M, p.0.);
21 m g k g (R, i.v.); 208 m g k g (R, p.0.)
Reference(s):
US 2 831 027 (Merck & Co.; 1958, prior 1955)
Stein, G.A et al.: J Am Chem Soc (JACSAT) 78, 1514 (1956)
Fi~rrnulation(s): tabl 2.5 mg (as hydrochloride)
Trade Name(s):
D: Mevasine (Sharp & GB: lnversine (Merck Sharp & USA: Inversine (Merck Sharp &
F: Inversine (Merck Sharp & J: Mevasine (Meiji)
Dohme); wfm
Use: antibiotic RN: 32887-01-7 MF: C,,H,,N,O,S MW: 325.43 EINECS: 251-277-1
CN: [2S-(2a,5a,6~)]-6-[[(hexahydro-1H-azepin-l-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-thia-l- azabicyclo[3.2.0]heptane-2-carboxylic acid
+ H3C-Si-N-Si-CH, b
CH3 CH, H3C-Si-N
CH3
Trang 612 1 6 M Meclofenamic acid
1 -formyl-
hexahydro-
azepine
Reference(s):
DOS 2 055 53 1 (Loevens; appl 11.1 1.1970; GB-prior 11 I 1.1969, 8.7.1970)
GB 1 293 590 (Loevens; appl 11.1 1.1969, 8.7.1970; valid from 10.1 1.l97O)
Formula~ion(s): amp 0.2 g, 0.4 g, 0.5 g, 1 g
Trade Name(s):
GB: Selexidin (Burgess); wfm Selexidin (Leo); wfm USA: Coactin (Roche); wfm
Meclofenamic acid ATC: M01 AG04; M02AA 18
Use: anti-inflammatory, antirheumatic, antipyretic
RN: 644-62-2 MF: CI4H,,C1,NO, MW: 296.15 EINECS: 211-419-5
LD,,,: 100 mglkg (R, p.0.)
CN: 2-[(2,6-dichloro-3-metbylpbenyl)amino]benzoic acid
monosodium salt
RN: 6385-02-0 MF: C,4H,oC1,NNa0, MW: 318.14 EINECS: 228-983-3
2-brorno- 3-methyl-
Meclofenamic acid
I
Referencefs):
DE 1 149 015 (Parke Davis; appl 22.6.1961; USA-prior 12.1.1961)
US 3 313 848 (Parke Davis; 11.4.1967; prior 12.1.1961, 18.9.1962, 18.6.1964)
Formularion(s): cps 50 mg, 100 mg; suppos 200 mg (as sodium salt)
Trade Name(s):
I : Movens (lnverni della Meclomen (Warner-
USA: Meclomen (Parke Davis); Meclomen (Parke Davis; as
generic
Trang 7Meclofenoxate M 1 2 17
Meclofenoxate
(Centrophenoxine)
ATC: N06BXO1 Use: neuroenergetic
RN: 51-68-3 MF: Cl,H1,ClNO3 MW: 257.72 EINECS: 200-116-3
LD,,: 1750 mglkg (M, p.0.);
2600 mglkg (R, p.0.)
CN: (4-chlorophenoxy)acetic acid 2-(dimethy1amino)ethyl ester
hydrochloride
RN: 3685-84-5 MF: Cl,H,,ClN03 HCl MW: 294.18 EINECS: 222-473-4
LD,,,: 330 mg/kg (M, i.v.); 1750 mglkg (M, p.0.);
865 mg/kg (R, p.0.)
Thuillier, G.; Rumpf, P.; Thuillier, J.: C R Hebd Seances Acad Sci (COREAF) 249,2081 (1959)
FR 398 M (Centre Nat'l Recherche Sci., appl 15.4.1959)
4-chlorophenoxy- 2-(dimethylomino)-
Formulation(s): amp 250 mg, 500 mg, 2 g (as hydrochloride); drg 200 mg, 500 mg; f c tabl 100 mg, 250 mg
Meclofenoxate
Trade Name(s):
D: CERUTIL (Isis Pharma) F: Lucidril (Lipha SantC; as J: Lucidril (Dainippon)
Lundbeck; Isis Pharma; as GB: Lucidril (Reckitt & Mecroeat (Hishiyama)
I: Lucidril (Bracco); wfm
acetic acid ethyl chloride
Use: hypnotic, sedative RN: 340-57-8 MF: C,,HllCIN,O MW: 270.72 EINECS: 206-432-8
LDTo: 470 mgtkg (M, p.0.)
CN: 3-(2-chlorophenyl)-2-methyl-4(3~)-quinazolinone
acid
I Mecloqualone
Jackman, G.B et al.: J Pharm Pharmacol (JPPMAB) 12,528 (1960)
Klosa, J.: J Prakt Chem (JPCEAO) 1 4 [4], 84 (1961)
Trang 81218 M Meclozine
Trude Narne(s):
F: Nubarhe (Diamant); wfm
Meclozine
(Histamethizine; Meclizine)
ATC: R06AE05 Use: antihistaminic RN: 569-65-3 MF: C2,H2,C1N2 MW: 390.96 EINECS: 209-323-3
LD,,: 1650 m g k g (M, p.0.);
1750 m g k g (R, p.0.)
CN: I-[(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine
dihydrochloride
RN: 1104-22-9 MF: C2,H2,C1N2 2HC1 MW: 463.88 EINECS: 214-164-8
LDs,,: 1600 m g k g (M, p.0.)
dihydrochloride monohydrate
RN: 3 1884-77-2 MF: C2,H2,C1N2 2HC1 H 2 0 MW: 481.90
3-methyl- 1 -(4-chlorobenz-
benzoldehyde hydry1)piperazine
Hz Raney-Ni
H3C
H3C
Reference(s):
US 2 709 169 (UCB; 1955; B-prior 1951)
Formulution(s): drg 12.5 mg; suppos 50 mg; tabl 12.5 mg, 25 mg, 50 mg (as dihydrochloride)
Trade Nurne(s):
D: Bonamine (Pfizer; as
hydrochloride)
Diligan (Rodleben; Vedim;
as hydrochloride)-comb
Peremesin (Bristol-Myers
Squibb; as hydrochloride)
Postadoxin (Rodleben; as
hydrochloride)-comb
Postafen (UCB; as hydrochloride) F: Agyrax (Medim; as hydrochloride) GB: Ancolan (Duncan, Flockhart); wfm Ancoloxin (Duncan, Flockhart)-comb.; wfm
I: Neo-Istafene(UCB-Smith); wfm
J: Bonamine (Taito Pfizer) Taizer (Taito Pfizer) USA: Antivert (Pfizer; as hydrochloride) Bonine (Pfizer; as hydrochloride)
Mecobalamin
(Methylcobalamin)
ATC: V03AB Use: vitamin B ,,-preparations RN: 13422-55-4 MF: C,,H,lCoN,301,P MW: 1344.41 EINECS: 236-535-3
CN: cobinamide Co-methyl deriv hydroxide dihydrogen phosphate (ester) inner salt 3'-ester with 5,6- dimethyl- 1 -a-D-ribofuranosyl-1 H-benzimidazole
Trang 9Mecobalamin M 1219
Zn/NH,CI or Zn/CH,COOH or NaBH, (under exclusion of 02)
, I
hydroxocobalarnin
(4 v.1
hydridocabalarnin (1)
Mecabalarnin
Mecabalarnin
E z l
~ i l l e r , 0 ; Miiller, G.: Biochem Z (BIZEA2) 336, 299 (1962)
Dolphin, D.H.; Johnson, A.W.: Proc Chem Soc., London (PCSLAW) 1963,311
Dolphin, D.H.; Johnson, A.W.: J Chem Soc (JCSOA9) 1965,2174
Boos, R.N et al.: Science (Washington, D.C.) (SCIEAS) 117,603 (1953)
Smith, E.L et al.: Nature (London) (NATUAS) 194, 1175 (1962)
Trang 101220 M Mecysteine hydrochloride
review:
Bernhauer, K et al.: Angew Chem (ANCEAD) 75,1145 (1963)
Formulation(s): tabl 500 pg; vial 10 pg, 500 pg
Trade Name(s):
LyomCthyl (Bouchara) (Yamanouchi)
MCthylcobaz (Labaz) Cobamain (Kyowa)
Cobametin (Sankyo)
Hitocobamin-M (Hishiyama) Vancomin (Dainippon)
RN: 18598-63-5 MF: C,H,NO,S HCl MW: 171.65 EINECS: 227-208-6
LD,,: 2300 m g k g (M, p.0.)
CN: L-cysteine methyl ester hydrochloride
mecysteine
RN: 2485-62-3 MF: C,H,NO,S MW: 135.19 EINECS: 219-625-7
L-cysteine hydrochloride
rnonohydrote
I Mecysteine hydrochloride I
L-cystine dirnethyl
ester dihydrochloride
Reference(s):
a Bergmann, M.; Michalis, G.: Ber Dtsch Chem Ges (BDCGAS) 63,987 (1930)
b Zervas, L.; Theodoropoulos, D.M.: J Am Chem Soc (JACSAT) 78, 1359 (1956)
Formulation(s): drg 100 mg; suppos 100 mg, 200 mg; tabl 0.05 g, 0.1 g
Trade Name(s):
F: Acthiol J (JoulliC); wfm Ectazis (Nichiiko)
GB: Visclair (Sinclair) Epecoal (Beppu)
Donatiol (AG1PS)-comb Equverin (Nissin)
Fuszemin S (Taiyo) Higlomin (Wakamoto) Jeorgen (Sanwa) Moltanine (Toho K.-Tokyo Tanabe)