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카스 번호59-46-1

상품명:Procaine

CBNumberCB9296712

분자식C13H20N2O2

포뮬러 무게236.31

MOL 파일59-46-1.mol

동의어(한글)

프로카인

화학적 성질

녹는점	61°
끓는 점	378.78°C (rough estimate)
밀도	1.0604 (rough estimate)
굴절률	1.5430 (estimate)
저장 조건	Keep in dark place,Sealed in dry,Room Temperature
용해도	DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태	고체
물리적 상태	단단한 모양
산도 계수 (pKa)	pKa 9.04±0.01(H2O,t=25,I=0.1(NaCl))(Approximate)
색상	흰색에서 황백색까지
수용성	9.45g/L(30℃)
Merck	14,7757
안정성	흡습성
InChI	InChI=1S/C13H20N2O2/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
InChIKey	MFDFERRIHVXMIY-UHFFFAOYSA-N
SMILES	C(OCCN(CC)CC)(=O)C1=CC=C(N)C=C1
CAS 데이터베이스	59-46-1(CAS DataBase Reference)
NIST	Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester(59-46-1)

위험 및 안전 성명

유엔번호(UN No.)

3249

RTECS 번호

DG2100000

HS 번호

2922.49.3700

위험 등급

6.1(b)

포장분류

III

유해 물질 데이터

59-46-1(Hazardous Substances Data)

독성

LD50 in mice (mg/kg): 195 i.p.; 45 i.v. (North, Urbach)

NFPA 704:

	0
2		0

그림문자(GHS)

프로카인 화학적 특성, 용도, 생산

개요
Procaine is a local anesthetic with a para-amino function. Sensitization mainly concerns medical, dental and veterinary professions.
화학적 성질
The hydrochloride salt of 2-(diethylamino) ethyl p-aminobenzoate (C13H21ClN2O2 or N2C6H4COOCH2CH2NH(C2H5)2HCl) is generally referred to as procaine. Although the PABA ester is insoluble in water, the hydrochloride salt is very soluble in water.
용도
Procaine (Novocain) is mainly used in dental or medical procedures requiring infiltration anesthesia, peripheral block, or spinal block.
정의
ChEBI:Procaine is a benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol. It has a role as a local anaesthetic, a central nervous system depressant, a peripheral nervous system drug and a drug allergen. It is a benzoate ester, a substituted aniline and a tertiary amino compound. It is functionally related to a 2-diethylaminoethanol and a 4-aminobenzoic acid. It is a conjugate base of a procaine(1+).
Biological Functions
Procaine hydrochloride (Novocain) is readily hydrolyzed by plasma cholinesterase, although hepatic metabolism also occurs. It is not effective topically but is employed for infiltration, nerve block, and spinal anesthesia. It has a relatively slow onset and short (1 hour) duration of action. All concentrations can be combined with epinephrine. It is available in dental cartridges with phenylephrine as the vasoconstrictor.
일반 설명
Procaine was synthesized in 1904 to address the chemical instabilityof cocaine and the local irritation it produced. The pKa of procaine is 8.9; it has low lipid solubility and the estergroup is unstable in basic solutions. Procaine is available inconcentrations ranging from 0.25% to 10% with pHs adjustedto 5.5 to 6.0 for chemical stability. Procaine is also includedin some formulations of penicillin G to decrease the pain ofintramuscular injection.
색상 색인 번호
Procaine is a local anesthetic with para-amino function. Sensitization mainly concerns the medical, dental, and veterinary professions.
Mechanism of action
The fundamental mechanism of analgesia underlying all local anesthetics is the blockade of neurotransmission via inhibition of sodium channels along nerve fibers. Procaine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited.
Clinical Use
Procaine is very quickly metabolizedin the plasma by cholinesterases and in the liver via ester hydrolysisby a pseudocholinesterase. The in vitroelimination half-life is approximately 60 seconds. Any conditionthat decreases the cholinesterase concentration may increaseexposure to procaine and potential toxicity. Decreasedenzyme activity can be found with genetic deficiency, liverdisease, malignancy, malnutrition, renal failure, burns, thirdtrimester of pregnancy, and following cardiopulmonary bypasssurgery. Ester hydrolysis produces PABA, the compoundresponsible for the allergic reactions common to theester anesthetics. Procaine is not used topically because of itsinability to pass through lipid membranes and finds use as aninfiltration agent for cutaneous or mucous membranes, forshort procedures. Procaine is also used for peripheral nerveblock and as an epidural agent to diagnose pain syndromes.
Purification Methods
Procain crystallises as the dihydrate from aqueous EtOH and as the anhydrous material from pet ether or diethyl ether. The latter is hygroscopic. [Beilstein 14 IV 1138.]

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