L Hydrochlorid

CN (/J)-3-carboxy-2-hydroxy-A,A/,A/-trimethyl-1 -propanaminium hydroxide inner salt L-hydrochloride... 

N1 - PYRROLIDINE, l-(2-(4-(7-METHOXY-3-PHENYL-1H-2-BENZOTHIOPYRAN-4-YDPHENOXY)ETHY-L)-> HYDROCHLORIDE... 

Propansaure 2-Amino-3-(2-tetrahy-dropyran-2-ylthio)- -methylester (l) (Hydrochlorid) VI/4, 377... 

H-PYRIDO(3,2-B)(1,4)BENZOTHIAZINE, 10-(2-(DIETHYE AnNO)PROPYL)- see DIRIOO PYRIDOX, L HYDROCHLORIDE see VSUOOO PYRIDOXINE see PPK250... 

Two new syntheses of myosmine have been described. The first started with l-(3-pyridyl)-3-dimethylaminopropanone-l hydrochloride which was condensed with excess nitromethane in the presence of sodium methoxide. The resulting l-(3-pyridyl)-4-nitrobutanone-l on hydrogenation in the presence of Raney nickel gave an 80-90% yield of myosmine (71). The second synthesis involved the condensation of potassium methyl nicotinylacetate with JV-(2-bromoethyl)-phthalimide in boiling dimethylformamide solution followed by hydrolysis of the product (methyl-a-(2-phthalimidoethyl)-nicotinylacetate) with hydrochloric acid to myosmine (71). 

A mixture of 1.0 g of 6,6,9-trimethyl-9-azabicyclo(3.3.1 ] nonan-3 J-ol, methyl a,0 -di-(2-thienyD-glycollate and 30 mg of metallic sodium is heated at 80°C to 90°C for about 2 hours under reduced pressure. After cooling, ether is added to the reaction mixture. The mixture is extracted with 10% hydrochloric acid. The aqueous layer is alkalified with sodium carbonate and reextracted with ethyl acetate. The extract is washed with water, dried and concentrated to dryness. The residue thus obtained is treated with hydrogen chloride by conventional manner. 2.0 g of the a,a-di-(2-thienyl)glycollate of 6,6,9-trimethvl-9-azabicvclo-[3.3.1] nonan-3/ l hydrochloride are obtained. Yield 83%. 

The infrared spectrum of sotalol hydrochloride is depicted in Figure 4. The spectrum was obtained on a KBr disk using a Nicolet 20 SX Fourier Transform infrared spectrometer. Diagnostic peaks were observed at 3570 cm (secondary alcohol, free) 3410 cm l (secondary alcohol, H-bonded) 2700-2800 cm l and 2950-3200 cm l (hydrochloride) 1325 cm (S=0 asymmetric stretch) 1154 cm l (S=0 symmetric stretch). The peaks are presented in Table I. 

APHTHALENEDERIVATIVES] (Voll6) (+)-(R,S)-a-(l-Aminoethyl)ben2ene-methanol hydrochloride [154-41-6]... 

Derivatives such as 3-fluoro-4-nitropyridine [13505-01 -6] (396) or the 1-oxide [769-54-0] (397) have been used to characteri2e amino acids and peptides. 5-Eluoro-3-pyridinemethanol [22620-32-2] has been patented as an antihpolytic agent (398). A promising antidepressant, l-(3-fluoro-2-pyridyl)pipera2ine hydrochloride [85386-84-1] is based on 2-chloro-3-fluoropyridine [17282-04-1] (399). 

Fluoropyridine. This isomer can be prepared in 54—81% yield by dia2oti2ation of 4-aminopyridine in anhydrous hydrogen fluoride (370,371,400). Eree 4-fluoropyridine readily undergoes self-quaterni2ation to give pyridyl pyridinium salts (401) stabili2ation can be effected as the hydrochloride salt (371,400). Numerous 4-fluoropyridinium salts, eg, 4-fluoro-l-methylpyridinium iodide, have been converted to novel penicillins (387,402). 

Diphenoxylate Hydrochloride. l-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxyhc acidmonohydrochlorhydrate [3810-80-8] (Lomotil) (13) is a white, odorless, crystalline powder that melts at 220—226°C. It is soluble ia methanol, spariagly soluble ia ethanol and acetone, slightly soluble ia water and isopropyl alcohol, freely soluble ia chloroform, and practically iasoluble ia ether and hexane. The method of preparation for diphenoxylate hydrochloride is available (11). Diphenoxylate hydrochloride [3810-80-8] (13) is an antidiarrheal that acts through an opiate receptor. It has effects both on propulsive motility and intestinal secretion. Commercial forms are mixed with atropiae to discourage abuse. 

A[,A/-diethyl-l,3,4,6,7,ll -hexaliydro-2-hydroxy-9,10-dimethoxy-2Ff-ben2o-(i7)-quinoli2ine-3-carboxamide acetate hydrochloride) (16) may be made by the method described in Reference 14. 

Cyclizine Hydrochloride. l-(Diphenylmethyl)-4-methylpipera2ine monohydrochloride [303-25-3] (Mare2ine) (17) is a white crystalline powder, or small colorless crystals, that is odorless or nearly so and has a bitter taste. It melts indistinctly and with decomposition at ca 285°C. One gram of cycli2ine hydrochloride [303-25-3] is soluble in 115 mL water, 115 mL ethanol, and 5 mL chloroform it is insoluble in diethyl ether. It may be made by the synthesis shown in Reference 15. 

Subsequent chlorination of the amide takes place ia a two-phase reaction mixture (a dispersion of diamide ia hydrochloric acid) through which a chlorine stream is passed. The temperature of this step must be maintained below 10°C to retard the formation of the product resulting from the Hofmann degradation of amides. Reaction of the A/,A/-dichloroamide with diethylamine [109-89-7] ia the presence of base yields /n j -l,4-cyclohexane-bis-l,3-diethylurea (35), which is transformed to the urea hydrochloride and pyroly2ed to yield the diisocyanate (36). 

Naphthaleneamine is a dye intermediate and is used as the starting material in the manufacture of the rodenticide, Antii (8), l-naphthalenethiourea/5 %< < -4/, which is prepared by heating a mixture of 1-naphthylamine hydrochloride, NH SCN, and a large amount water for 14—16 h while keeping its volume constant by a dding an additional amount of water, to give a 97% yield. Its LD q is 600 mg in squirrels (46). 

A tetrahydronaphtAaleneamine derivative, 2-(5,6,7,8-tetraliydro-l-naphthaleneamiQe)-2-knidazoliQe (12), is used ia the hydrochloride form as an adrenergic agent, ie, trama2oline hydrocholoti.de, also called KB 227 and Rhinaspray. 

Many patents have been issued on the use of pyrogaUol derivatives as pharmaceuticals. PyrogaUol has been used extemaUy in the form of an ointment or a solution in the treatment of skin diseases, eg, psoriasis, ringworm, and lupus erythematosus. GaUamine triethiodide (16) is an important muscle relaxant in surgery it also is used in convulsive-shock therapy. Trimethoprim (2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine) is an antimicrobial and is a component of Bactrin and Septra. Trimetazidine (l(2,3,4-trimethoxybenzyl)piperazine (Vastarel, Yosimilon) is used as a coronary vasodilator. l,2,3,4-Tetrahydro-6-methoxy-l-(3,4,5-trimethoxyphenyl)-9JT-pyrido[3,4- ]indole hydrochloride is useful as a tranquilizer (52) (see Hypnotics, sedatives, ANTICONVULSANTS, AND ANXIOLYTICS). Substituted indanones made from pyrogaUol trimethyl ether depress the central nervous system (CNS) (53). Tyrosine-and glycine(2,3,4-trihydroxybenzyl)hydrazides are characterized by antidepressant and anti-Parkinson activity (54). 

Primary aromatic amines react with aldehydes to form Schiff bases. Schiff bases formed from the reaction of lower aUphatic aldehydes, such as formaldehyde and acetaldehyde, with primary aromatic amines are often unstable and polymerize readily. Aniline reacts with formaldehyde in aqueous acid solutions to yield mixtures of a crystalline trimer of the Schiff base, methylenedianilines, and polymers. Reaction of aniline hydrochloride and formaldehyde also yields polymeric products and under certain conditions, the predominant product is 4,4 -methylenedianiline [101 -77-9] (26), an important intermediate for 4,4 -methylenebis(phenyhsocyanate) [101-68-8], or MDI (see Amines, aromatic amines, l thylenedianiline). 

Nitrovin. 2- 3-(5-Nitro-2-furanyl)-l-[2-(5-nitro-2-furanyl)ethenyl]-2-propenyhdene hydrazinecarboximidamide hydrochloride has been marketed for both human and veterinary use as an antibacterial agent. The product, which has also seen use as a veterinary food additive (32), is prepared from 5-nitro-2-furan-carboxaldehyde and acetone followed by treatment of the resulting dione with aininoguariidine (33). 

---