COO-CH2-CH2—N(C2H5)2.HCl
It is prepared according to U. S. patent No. 812554 (issued to Alfred Einhorn, Munich, Germany) by treating para-nitro-benzoylchlorid with ethylene chlorhydrin and diethylamin with subsequent reduction of the nitro groups, the resulting product being purified by recrystallization.
Procain is employed largely in infiltration anesthesia. It is less toxic than cocain, but its anesthetic action is not sustained. This drawback is overcome by the simultaneous injection of epinephrin, and for this reason procain is often compounded with epinephrin in tablets, thus obviating the necessity of separate solutions.
When the first specimens of the American-made product were submitted through the channels of the Federal Trade Commission, it was necessary to compile a monograph.[240] This was prepared from descriptions in the available literature, mostly from tests described in New and Nonofficial Remedies, 1918, and the German Pharmacopeia V.
The submitted products were found satisfactory chemically. The toxicity determinations made by Dr. R. A. Hatcher, with the assistance of Dr. Carey Eggleston[241] indicated that none of the specimens are to be considered dangerous when used in ordinary dosage for normal individuals. Therefore the Federal Trade Commission, on recommendation of the Committee on Synthetic Drugs of the National Research Council (aided by the A. M. A. Chemical Laboratory), issued licenses for the manufacture of procain to the Farbwerke-Hoechst Company (which license was later transferred to the H. A. Metz Laboratories), to the Abbott Laboratories, to the Calco Chemical Company and to the Rector Chemical Company.
Subsequently the products of the licensed firms were submitted to the Council on Pharmacy and Chemistry, which in turn invoked the aid of the A. M. A. Chemical Laboratory and the Cornell University Pharmacologic Laboratory. Later the Council asked the laboratory to examine the market supply. Altogether, therefore, a number of products were examined which were found to respond satisfactorily to the tests outlined (Table 6).
TABLE 6
| Brand | Date Received | Color | Melting Point, C.* | Ash, % |
| Procain (Abbott), from Committee | ||||
| on Synthetic Drugs | 12/21/17 | White | 154–155 | None |
| Procain (Abbott), submitted to | ||||
| Council P. and C. | 1/29/18 | White | 153.5–154.5 | None |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army | 8/31/18 | White | 152.5–153.5 | None |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army, No. 89999 | 9/30/18 | Slight brownish tint | 153–154.5 | None |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army, No. 89998 | 9/30/18 | Slight brownish tint | 153–154.5 | 0.005 |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army, No. 89997 | 10/ 8/18 | Slight brownish tint | 153–154 | None |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army, No. 89996 | 11/ 4/18 | Slight brownish tint | 153.5–154.5 | None |
| Procain (Abbott), Gen. Pur. Off. | ||||
| U. S. Army, No. 810995 | 11/ 4/18 | Slight brownish tint | 153.5–154.5 | None |
| Procain (Calco), from Committee | ||||
| on Synthetic Drugs | 2/ 7/18 | White | 153.5–154.5 | None |
| Procain (Farbwerke-Hoechst Co.), | ||||
| submitted to Council | 10/24/18 | White | 153–154 | None |
| Procain (Farbwerke-Hoechst Co.), | ||||
| submitted to Council | 12/10/17 | White | 153–154.5 | None |
| Procain (Farbwerke-Hoechst Co.), | ||||
| submitted to Council, market spec. “A 56” | 8/ 9/18 | White | 153.5–154.5 | None |
| Procain (Farbwerke-Hoechst Co.), | ||||
| submitted to Council, market spec. “A 57” | 9/ 9/18 | White | 153.5–154.5 | None |
| Procain (H. A. Metz Lab.), | ||||
| market spec. “A 63” | 8/23/18 | White | 153–154 | None |
| Procain (H. A. Metz Lab.), | ||||
| market spec. “A 57” | 9/23/18 | White | 153–154 | None |
| Procain (Rector), from | ||||
| Committee on Synthetic Drugs | 12/18/17 | White | 153–154.5 | None |
| Procain (Rector), from | ||||
| Committee on Synthetic Drugs | 5/ 2/18 | White | 152.5–153 | None |
| Procain (Rector), market spec | 8/20/18 | Slight brownish tint | 153–155 | None |
| Procain (Rector), market spec | 8/23/18 | Slight brownish tint | 153–155 | None |
| Procain (Rector), market spec | 8/23/18 | Slight brownish tint | 153–154.5 | None |