페니실아민

페니실아민 · PENICILLAMINE · Penicillamin · 2-Amino-3-mercapto-3-methylbutanoic acid · (S)-2-aMino-3-Mercapto-3-Methylbutanoic acid · Pencillamine · usan · H-D-PEN-OH

https://huagongshe.com/ko/chemical/5852

식별자 및 물리적 특성

CAS No.	52-67-5
분자식	C5H11NO2S
평균 분자량	149.21 g/mol
단동위원소 질량	149.05104977 g/mol
SMILES	CC(C)(S)[C@@H](N)C(=O)O
InChIKey	VVNCNSJFMMFHPL-VKHMYHEASA-N
PubChem CID	5852
ChEMBL	CHEMBL1430
ChEBI	CHEBI:7959
EC No.	200-148-8
DTXSID	DTXSID6037069
현지명	페니실아민

화학 및 물리적 성질

XLogP	-1.8
극성 표면적	64.3
수소 결합 공여자 수	3
수소 결합 수용자 수	4
회전 가능 결합 수	2
무거운 원자 수	9
형식 전하	0
복잡도	124
LogP(분배 계수)	-1.78
LogS	-0.13
냄새	SLIGHT CHARACTERISTIC ODOR
맛	SLIGHTLY BITTER
Color/Form	FINE, WHITE OR PRACTICALLY WHITE, CRYSTALLINE POWDER
용해도	111000CRYSTALSDECOMP 177.5 °CSPECIFIC OPTICAL ROTATION: -63 DEG @ 25 °C/D (1N SODIUM HYDROXIDE)HYGROSCOPICFREELY SOL IN WATER, SOL IN ETHANOL. /D-PENICILLAMINE HYDROCHLORIDE/FREELY SOL IN WATERSLIGHTLY SOL IN ALCINSOL IN ETHER, CHLOROFORM.H2O: 가용성100mg/mL
Decomposition	When heated to decomposition it emits very toxic fumes of oxides of nitrogen and oxides of sulfur.
녹는점	198.5202-206 °C210 °C (dec.)(lit.)
Optical Rotation	SPECIFIC OPTICAL ROTATION: -63 DEG @ 25 °C/D (CONCENTRATION BY VOLUME = 0.1 G IN 100 ML PYRIDINE)
Stability/Shelf Life	RELATIVELY STABLE IN BOTH LIGHT & AIR.AQ SOLN IS COMPARATIVELY STABLE @ PH 2-4
Dissociation Constants	7.831.8
Other Experimental Properties	CRYSTALSDECOMP 201 °CPK VALUES: CARBOXYL 1.8, ALPHA-AMINO 7.9, BETA-THIOL 10.5 /DL-PENICILLAMINE/DECOMP 145-148 °C /DL-PENICILLAMINE HYDROCHLORIDE/MP 190-194 °CSPECIFIC OPTICAL ROTATION: +63 DEG @ 25 °C/D (IN N SODIUM HYDROXIDE). /L-PENICILLAMINE/Decomposes at 178 °C
끓는 점	251.8±35.0 °C(Predicted)
밀도	1.113 (estimate)
굴절률	-63 ° (C=1, 1mol/L NaOH)
저장 조건	2-8°C
pKa(산도 계수)	pKa 7.83±0.01(H2O,t =37±0.05,I=0.15)(Approximate)
물리적 상태	가루
색상	흰색에서 거의 흰색
용해도	11.1g/100mL(20℃)
Merck	14,7088
BRN	1722375
BCS Class	3
안정성	안정적인. 강한 산화제와 호환되지 않습니다.
InChI	1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
InChIKey	VVNCNSJFMMFHPL-VKHMYHEASA-N
SMILES	CC(C)(S)[C@@H](N)C(O)=O
NIST	Penicillamine(52-67-5)
EPA	Penicillamine (52-67-5)

화학적 성질

White to off-white crystalline powder

안전 및 규제

GHS 분류	WarningH315 (90.4%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (88.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (84.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
규제 정보	Hazard Traits - Developmental ToxicityAuthoritative List - Prop 65Report - regardless of intended function of ingredient in the product
유해성 요약	Asthma reported in a pharmaceutical worker[Malo] Penicillamine is a drug used to treat several diseases. Many side effects have been reported after ingestion of therapeutic doses, including bone marrow suppression and drug-induced hepatitis. [HSDB]
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).The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl penicillamine, approved on the basis of safety and effectiveness by FDA under sections 505 and 507 of the Federal Food, Drug, and Cosmetic Act.
Special Reports	HUSKISSON ECEUR J RHEUMATOL INFLAMMATION 3 (2): 156 (1979)REVIEW ARTICLE ON THE RENAL TOXICITY OF PENICILLAMINE.JELLUM E, MUNTHE ENAT SULFUR CMPD, (PROC INT MEET) 3RD: 375 (1980)

용도

개요

Penicillamine is an orally bioavailable copper chelator and penicillin degradation product. It increases urinary and fecal copper excretion and decreases liver copper concentration in a rat model of copper overload when administered at 0.67 mmol/kg per day, but does not affect kidney, spleen, or brain copper levels. Penicillamine (100 mg/kg per day) dissolves copper-rich granules in hepatic lysosomes of Long-Evans cinnamon (LEC) rats, which spontaneously develop hepatic injury and acute hepatitis and have a mutation homologous to that of the human Wilson disease gene. Penicillamine has anticonvulsant and proconvulsant effects in mice when administered at 0.5 and 250 mg/kg, respectively, which are blocked by the nitric oxide synthase (NOS) inhibitors L-NAME and 7-nitroindazole . Formulations containing penicillamine have been used to treat Wilson disease, cystinuria, and active rheumatoid arthritis.

용도

As a Penicillin metabolite, D-(-)-Penicillamin can be used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.

일반 설명

D-Penicillamine contains a β-lactam chemical structure.