Procainhydrochlorid

Bezeichnung:Procainhydrochlorid

CAS-Nr51-05-8

Englisch Name:Procaine hydrochloride

CBNumberCB6853707

SummenformelC13H21ClN2O2

Molgewicht272.77

MOL-Datei51-05-8.mol

Synonyma

Procainhydrochlorid

Procainhydrochlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	155-156 °C(lit.)
Siedepunkt	195-196°C 17mm
Dichte	1.1761 (rough estimate)
Brechungsindex	1.5270 (estimate)
Flammpunkt	195-196°C/17mm
storage temp.	2-8°C
Löslichkeit	DMF: 20 mg/ml DMSO: 14 mg/ml Ethanol: 16 mg/mlPBS (pH 7.2): 10 mg/ml
Aggregatzustand	Crystals or Crystalline Powder
Farbe	Colorless to white
Wasserlöslichkeit	soluble
Sensitive	Air Sensitive
Merck	14,7757
BRN	3917802
Stabilität	Stable. Incompatible with strong oxidizing agents.
InChI	1S/C13H20N2O2.ClH/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11;/h5-8H,3-4,9-10,14H2,1-2H3;1H
InChIKey	HCBIBCJNVBAKAB-UHFFFAOYSA-N
SMILES	Cl.CCN(CC)CCOC(=O)c1ccc(N)cc1
LogP	2.364 (est)
CAS Datenbank	51-05-8(CAS DataBase Reference)
EPA chemische Informationen	Procaine hydrochloride (51-05-8)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	25-43-36/37/38-23/24/25
S-Sätze:	36/37/39-45-37/39-26
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	DG2275000
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	III
HS Code	29242990
Speicherklasse	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Skin Sens. 1
Toxizität	LD50 in mice (mg/kg): 660 ± 60 s.c. (Goldenthal)

Gefahreninformationscode (GHS)

Procaine hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R43:Sensibilisierung durch Hautkontakt möglich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Aussehen Eigenschaften
C13H21ClN2O2; 2-Diethylaminoethyl-4-amino-benzoat-hydrochlorid; 4-Aminobenzoesäure-ß-dietylaminoethylester-hydrochlorid. Farbloser, gut wasserlöslicher Feststoff.
Gefahren für Mensch und Umwelt
Giftig beim Verschlucken, führt zu Atemlähmung, Krämpfen bis zum Koma. Physiologisch hochaktiver Stoff. Wirkt betäubend.
Brennbar, es können im Brandfall nitrose Gase und Chlorwasserstoff entstehen. Starke Erhitzung vermeiden.
LD50 (oral, Ratte) 200 mg/kg
Schutzmaßnahmen und Verhaltensregeln
Dicht verschlossen. Trocken. An gut belüftetem Ort. Unter Lichtschutz. Bei +15 bis +25鳦. Nur für Sachkundige zugänglich.
Schutzhandschuhe als kurzzeitiger Staubschutz.
Verhalten im Gefahrfall
Persönliche Maßnahmen: Substanzkontakt vermeiden.
Maßnahmen zum Umweltschutz: Nicht in die Kanalisation gelangen lassen.
Trocken aufnehmen. Der Entsorgung zuführen, Nachreinigen. Stäube nicht einatmen.
Wasser, Schaum
Brennbar. Im Brandfall Entstehung gefährlicher Dämpfe möglich (Nitrose Gase, Chlorwasserstoff).
Erste Hilfe
Nach Hautkontakt: Mit reichlich Wasser abwaschen.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen. Arzt hinzuziehen.
Nach Einatmen: Frischluft, Arzt hinzuziehen.
Nach Verschlucken: Viel Wasser trinken lassen, Erbrechen auslösen, Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
Ersthelfer: siehe gesonderten Anschlag
Sachgerechte Entsorgung
Laborchemikalienabfälle oder in Aceton lösen, als halogenhaltige organische Lösemittelabfälle.
Beschreibung
Procaine hydrochloride, also called Novocain, or Novocaine, a topical anesthetic, which can block the nerve fiber conduction temporarilyand has a narcotic effect,strong effect, low toxicity, and non-addictive, but on the skin, mucosal penetration is weak, unsuitable for surface anesthesia, patients are used for infiltration, conduction and spinal anesthesia.
The structure of procaine hydrochloride with aromatic primary amino, easy oxidation discoloration pH, temperature, UV, oxygen and metal ions can accelerate the oxidation discoloration. The aqueous solution was stable in pH3.0~5. So preparation of procaine hydrochloride injection, it generally takes add acid to regulate pH 3.3 to 5.5, and strictly control the sterilization temperature and time. to 100 ℃ steam sterilization 30min circulation is appropriate, and should pay attention to shading, sealed save.
The above information is edited by the chemicalbook of Kui Xiongfeng.
Chemische Eigenschaften
Procaine hydrochloride is a white crystalline, odorless powder that is freely soluble in water, but less soluble in alcohol and almost insoluble in ether; solutions acid to litmus. Because the ester bond in the structure can be hydrolyzed to produce p-aminobenzoic acid and diethylaminoethanol, under certain conditions, p-aminobenzoic acid can be further decarboxylated to produce toxic aniline. Procaine hydrochloride has aromatic primary amino groups in its structure, which can be easily oxidized and discolored. pH, temperature, ultraviolet light, oxygen and metal ions can accelerate the oxidation and discoloration.
Verwenden
Procaine is a local anesthetic of the amino ester group that is primarily used as a topical anesthetic. Procaine is also used to control the pain of intramuscular injection of penicillin as well as in dentistry.
Definition
ChEBI: Procaine hydrochloride is an organic molecular entity.
Application
Procaine hydrochloride has been used as a component of Krebs Henseleit buffer for incubating the left ventricular cardiac tissue in its resting length. It has also been used as an inducer in M9 media for induction assay. It is a sodium channel blocker and DNA methylation inhibitor.
Trademarks
Novocain (Hospira).
Allgemeine Beschreibung
Procaine hydrochloride is a synthetic compound that belongs to the class of local anesthetic drugs. It has a structure similar to the natural compounds that participate in nerve impulse transmission. It shows interaction with the cellular membranes causing membrane lipids to expand, membrane-bound calcium to displace and change the structure of the proteins that are responsible for regulating the cell permeability and shape.
Hazard
Toxic by ingestion.
Kontakt-Allergie
Procaine is a local anesthetic with para-amino function. Sensitization mainly concerns the medical, dental, and veterinary professions.
Biochem/physiol Actions
Procaine is a Na+ channel blocker, commonly used as an anesthetic agent and is considered safer than cocaine. It is also useful as a painkiller to treat pain, associated with joints and tendons.
Sicherheitsprofil
Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects: acute renal fdure. May have human reproductive effects. See also ESTERS. When heated to decomposition it emits very toxic fumes of HCl and NO,. Used as a local anesthetic.
Synthese
The synthesis method of procaine hydrochloride is to carry out esterification reaction between p-nitrobenzoic acid and diethylaminoethanol, add Ni powder and other catalysts, and then introduce hydrogen to carry out hydrogenation reaction; this synthesis method has the characteristics of high yield, simple operation and environmental protection.
läuterung methode
Novocain is recrystallised from aqueous EtOH. It is soluble at 25o in H2O (86.3%), EtOH (2.6%) and Me2CO (1%), it is slightly soluble in CHCl3, but is almost insoluble in Et2O. The anhydrous free base is recrystallised from ligroin or Et2O and has m 61o. [Einhorn Justus Liebigs Ann Chem 371 125 1909, IR: Szymanski & Panzica J Amer Pharm Assoc 47 443 1958, Beilstein 14 IV 1138.]
Mode of action
Procaine Hydrochloride is the hydrochloride salt form of procaine, a benzoic acid derivative with local anesthetic and antiarrhythmic properties. Procaine binds to and inhibits voltage-gated sodium channels, thereby inhibiting the ionic flux required for the initiation and conduction of impulses. In addition, this agent increases electrical excitation threshold, reduces rate of rise of action potential and slows nerve impulse propagation thereby causing loss of sensation.
Vorsichtsmaßnahmen
Procaine hydrochloride is used for infiltration, nerve block, peridural and spinal anest sthesia. It is considered a fairly safe drug if suitable precautions are observed. However, as with any anesthetic， idiosyncrasy may be encountered. Slow administration and avoidance of accidental intravenous injection are advisable. In local administration, if increased sensitivity to procaine is suspected, as in patients with cardiac disease or endocrine disorders (such as hyperthyroidism), an initial small dose to test tolerance is recommended. (Physicians' Desk Reference, 35th ed, p. 695)
Einzelnachweise
[1] SIDNEY EPSTEIN D.D.S. Neal W C D D S. The clinical effectiveness of certain local anesthetics in dental procedures[J]. Oral Surgery, Oral Medicine, Oral Pathology, 1959, 12 1: Pages 93-103. DOI: 10.1016/0030-4220(59)90086-6
[2] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.

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