프로카인
프로카인 · P · Novocaine · 2-(Diethylamino)ethyl 4-aminobenzoate · Novocain · Procain · Procine · Procaine powder
식별자 및 물리적 특성
| CAS No. | 59-46-1 |
|---|---|
| 분자식 | C13H20N2O2 |
| 평균 분자량 | 236.31 g/mol |
| 단동위원소 질량 | 236.15247788 g/mol |
| SMILES | CCN(CC)CCOC(=O)c1ccc(N)cc1 |
| InChIKey | MFDFERRIHVXMIY-UHFFFAOYSA-N |
| PubChem CID | 4914 |
| ChEMBL | CHEMBL569 |
| ChEBI | CHEBI:8430 |
| EC No. | 200-426-9 |
| DTXSID | DTXSID7045021 |
| 현지명 | 프로카인 |
화학 및 물리적 성질
| XLogP | 1.9 |
|---|---|
| 극성 표면적 | 55.6 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 7 |
| 무거운 원자 수 | 17 |
| 형식 전하 | 0 |
| 복잡도 | 221 |
| 물질 분류 | Other Uses -> Pharmaceuticals |
| 의약품 | PharmaceuticalsPharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Crystal structure |
| LogP(분배 계수) | log Kow= 1.921.82.1 |
| Color/Form | Anhydrous plates, tables from ligroin or ether |
| 용해도 | Crystals, mp 153-156 °C, sol in water, alcohol /Nitrate/Crystals. Six-sided plates, monoclinic or triclinic, mp 153-156 °C. One gram dissolves in 1 ml water and in 30 ml alcohol. Slightly sol in chloroform. Almost insoluble in ether. The pH of a 0.1 M aqueous solution is 6.0. /Hydrochloride/ODORLESSAQ SOLN ACID TO LITMUSPKA 8.7SMALL WHITE CRYSTALS1 G SOL IN 1 ML WATER OR 15 ML ALCSLIGHTLY SOL IN CHLOROFORMPRACTICALLY INSOL IN ETHER /HYDROCHLORIDE/Sol in alcohol, ether, benzene, chloroformSoluble in ethanol, ethyl ether, and benzeneDMSO(약간 용해됨), 메탄올(약간 용해됨) |
| Human Drugs | Breast FeedingLactationMilk, HumanAnesthetics, Local |
| Animal Drugs | Pharmaceuticals -> Animal Drugs -> Approved in Taiwan |
| Decomposition | When heated to decomposition it emits toxic fumes of nitroxides. |
| 녹는점 | 61 °CSlightly bitter tastemp: 51 °Cneedles from aq alcohol /Dihydrate/61° |
| 굴절률 | INDEX OF REFRACTION: 1.5611 @ 25 °C/D /HYDROCHLORIDE/1.5430 (estimate) |
| Physical Description | Solid |
| 끓는 점 | 378.78°C (rough estimate) |
| 밀도 | 1.0604 (rough estimate) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | pKa 9.04±0.01(H2O,t=25,I=0.1(NaCl))(Approximate) |
| 색상 | 흰색에서 황백색까지 |
| 용해도 | 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 |
| NIST | Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester(59-46-1) |
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.
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Procaine: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Allergic contact dermatitis reported in doctors, dentists, and veterinarians[Kanerva, p. 1829] Procaine allergy used to be a common skin sensitizer for dentists. There exists cross-reactivity between procaine, benzocaine, and tetracaine but not with lidocaine and other amide-type local anesthetics currently used. [Kanerva, p. 434] |
| FDA 요건 | Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended21 U.S.C. 321-392). |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 처리 방법 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| 상호 작용 | WELL-KNOWN CLASS OF PROLONGING AGENTS...SKF-525-A...INHIBITS...MICROSOMAL ESTERASE ACTIVITY TOWARDS PROCAINE.... /PROCAINE/ IS HYDROLYZED IN VIVO TO PRODUCE PARAAMINOBENZOIC ACID, WHICH INHIBITS THE ACTION OF SULFONAMIDES. THUS, LARGE DOSES SHOULD NOT BE ADMINISTERED TO PATIENTS TAKING SULFONAMIDE DRUGS.PROCAINE IM CAN POTENTIATE PENTOBARBITAL ANESTHESIA... SYMPATHOMIMETICS...& MONOAMINE OXIDASE INHIBITORS MAY HAVE THEIR HYPERTENSIVE EFFECTS POTENTIATED BY PROCAINE. ...MAY POTENTIATE OR BE POTENTIATED BY PHENOTHIAZINE TRANQUILIZERS, CHOLINESTERASE INHIBITORS...& MUSCLE RELAXANTS SUCH AS SUCCINYLCHOLINE.SUBSTRATE COMPETITION PROBABLY ACCOUNTS FOR INHIBITION OF SUCCINYLCHOLINE HYDROLYSIS BY PROCAINE.For more Interactions (Complete) data for PROCAINE (17 total), please visit the HSDB record page. |
용도
개요
Procaine is a local anesthetic with a para-amino function. Sensitization mainly concerns medical, dental and veterinary professions.
용도
Procaine (Novocain) is mainly used in dental or medical procedures requiring infiltration anesthesia, peripheral block, or spinal block.
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.