Detail of "2457-76-3"

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CAS Number:
2457-76-3
Name:
4-Amino-2-chlorobenzoic acid
Molecular Structure:
Formula:
C₇H₆ClNO₂
Molecular Weight:
171.59
Synonyms:
4-amino-2-chloro-benzoate;4-14-00-01272 (Beilstein Handbook Reference);USAF NB-1;Benzoic acid, 4-amino-2-chloro-;o-Chloro-p-aminobenzoic acid;2-Chloro-p-aminobenzoic acid;4-Amino-3-trifluoromethyl benzoic acid;
EINECS:
219-540-5
Density:
1.476 g/cm³
Melting Point:
211 °C (dec.)(lit.)
Boiling Point:
365.3 °C at 760 mmHg
Flash Point:
174.8 °C
Appearance:
beige to light brown powder
Hazard Symbols:
Xi
Risk Codes:
36/37/38
Safety:
26-36-37/39 Details

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Reference

The influence of 2-chloroprocaine on the subsequent analgesic potency of bupivacaine: The influence of 2-chloroprocaine on the subsequent analgesic potency of bupivacaine. Corke, Barry C.; Carlson, C. George; Dettbarn, Wolf D. (Sch. Med., Vanderbilt Univ., Nashville, TN, USA). Anesthesiology, 60(1), 25-7 (English) 1984. CODEN: ANESAV. ISSN: 0003-3022. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Isolated rat sciatic nerves were used to study the interaction between 2-chloroprocaine (2-CP) [133-16-4] and bupivacaine (BP) [2180-92-9]. Five nerves studied as controls were treated with 5 ′ 10-4M BP and the amplitude of the compd. action potential (CAP) evoked by suprathreshold stimulation was measured. This concn. of BP completely blocked nerve conduction; but, following washout with normal Krebs-Ringer soln., the CAP amplitude recovered to 50% of initial values in 50 min with a rate of recovery of 1.7 %/min. In another series of expts., 5 nerves were blocked first with 5 ′ 10-4M 2-CP, allowed to fully recover, and then were blocked with BP under the same conditions as the controls. Under these conditions, the half time for the recovery of CAP amplitude following BP was shortened to 25 min, with a rate of recovery of 2.8 %/min. When 5 nerves were exposed to a 5 ′ 10-4 M soln. of a 2-CP metabolite, 4-amino-2-chlorobenzoic acid [2457-76-3], no nerve blockade was produced. When these nerves subsequently were blocked with BP, recovery to 50% of initial values occurred in 22 min, with a rate of recovery of 2.0 %/min. Although pretreatment with either 2-CP or 4-amino-2-chlorobenzoic acid significantly shortened the duration of BP-induced nerve blockade, neither drug had a significant effect on the rate of recovery once the CAP amplitude returned to measurable values. Apparently the metabolite of 2-CP, 4-amino-2-chlorobenzoic acid, remains in the nerve following recovery from neural blockade and interferes with the subsequent action of BP upon this nerve.

Cell membrane fusion by chloroprocaine: Cell membrane fusion by chloroprocaine. Seravalli, Egilde P.; Lear, Erwin; Cottrell, James E. (Dep. Anesthesiol., Beth Israel Med. Cent., New York, NY, USA). Anesth. Analg. (N. Y.), 63(11), 985-90 (English) 1984. CODEN: AACRAT. ISSN: 0003-2999. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The cytotoxicity of the local anesthetics chloroprocaine [133-16-4], procaine [59-46-1], and lidocaine [137-58-6] was studied in murine glial and hepatic cells, and human fibroblasts individually exposed to these anesthetics in concns. ranging from 1.6 ′ 10-3M to 0.2 ′ 10-3M. The cells of all three cell lines underwent membrane fusion after exposure to chloroprocaine as indicated by the presence of the high no. of multinucleated cells in the cultures. The 0.8 ′ 10-3M concn. was the most fusogenic, and a caused multinucleation in 30% of glial and hepatic cells, and in 23% of fibroblasts. Membrane fusion and multinucleation also occurred in mixed human and murine cell cultures that were exposed to 0.8 ′ 10-3M concn. of both com. and cryst. solns. of chloroprocaine, with a portion of multinucleated cells that was 27 and 17%, resp. Cell membrane fusion was not caused by procaine, lidocaine, sodium bisulfite (the antioxidant present in the com. solns. of chloroprocaine), or chloro-aminobenzoic acid [100-37-8] and dethylaminoethanol [2457-76-3] (the 2 chloroprocaine metabolites). The fusogenic effect of chloroprocaine on cell membrane has not been previously described for any local anesthetic.

Detail of "2457-76-3"

4-Amino-2-chlorobenzoic acid

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Reference