오마딘

Pyrithione

HCID 1570CAS 1121-30-8

기본 정보

표준 SMILES
On1ccccc1=S
InChIKey
YBBJKCMMCRQZMA-UHFFFAOYSA-N
분자식
C5H5NOS
평균 분자량
127.17 g/mol
단동위원소 질량
127.00918496

이름 및 식별자

우선 이름
Pyrithione
IUPAC
1-hydroxypyridine-2-thione
현지명
오마딘
영어명
2-Pyridinethiol 1-oxide
분자식
C5H5NOS
분자량
127.16

이름 및 동의어

pyrithione1121-30-82-MERCAPTOPYRIDINE-N-OXIDE1-Hydroxy-2-pyridinethioneOmadine2-Pyridinethiol 1-oxide1-hydroxypyridine-2-thione1-hydroxypyridine-2(1H)-thione1-Hydroxy-2(1H)-pyridinethioneN-Hydroxypyridine-2-thioneSQ 2113pyridinethiol n-oxide
이름 더 보기
오마딘1-하이드록시피리딘-2-싸이온2-머캅토피리딘 1-옥사이드2-머캅토피리딘 모노옥사이드2-머캅토피리딘-N-옥사이드2-피리딘싸이올 1-옥사이드2-피리딘싸이올 N-옥사이드피리딘-2-싸이올 N-옥사이드2-MERCAPTOPYRIDINE N-OXIDEN-Hydroxy-2-thiopyridoneCPAMD4FLJ17816FLJ17822Human C5 ProteinPYRIDINETHIOLOXIDEZINE PYRITHIONE 50 %
2(1H)-Pyridinethione, 1-hydroxy-NSC-1797906GK82EC25DCHEBI:36578DTXSID001499082-HPT cpdRefChem:57830DTXCID1072399

데이터베이스 식별자

CAS
1121-30-8、1121-31-9
PubChem CID
1570
DTXSID
DTXSID00149908
ChEMBL
CHEMBL1356238、CHEMBL1650619
ChEBI
CHEBI:36578
UNII
6GK82EC25D
EC Number
214-328-9、214-329-4
Nikkaji
J2.517.340F、J39.629J、J7.264H

물성

구조 계산 물성

XLogP
0.5
극성 표면적
55.6 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
8

실험 및 물리화학적 성질

SolubilitySoluble in cold water (Zinc salt)
Boiling Point100

물리화학적 성질

녹는점
69 · 69-72 °C (lit.)
끓는 점
350.2 · 350.2±15.0 °C(Predicted)
밀도
1.255 · 1.255 (estimate)
굴절률
1.548 · 1.5480 (estimate)
저장 조건
Refrigerator
용해도
트리스 염산에 용해됩니다.

화학적 성질

off-white powder

안전 및 규제

GHS 분류

GHS Classification · 5건

Danger

H301 (95.7%): Toxic if swallowed [Danger Acute toxicity, oral];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 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.

유해성 정보

Regulatory Information · 2건

2(1H)-Pyridinethione, 1-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

2-Pyridinethiol, 1-oxide: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAllergic contact dermatitis reported in a metallurgic worker; [Kanerva, p. 1832]
Hazard Classes and CategoriesAcute Tox. 3 (95.7%);Skin Irrit. 2 (100%);Eye Irrit. 2 (100%);STOT SE 3 (97.8%)

독성 정보

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

규제 정보

Regulatory Information · 2건

2(1H)-Pyridinethione, 1-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

2-Pyridinethiol, 1-oxide: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
UT8999000
ridadr
2811
HS 번호
29333990
risk_code
36/37/38-22-63-20/21/22

화학 및 산업

약리 정보

Pharmacodynamics · 1건

Pyrithione zinc has a broad antimicrobial spectrum of activity, including fungi, gram-positive and gram-negative bacteria. Pyrithione zinc is effective against Malassezia and all other fungi, especially the Malassezia species found on scalp. In patients with dandruff, treatment with pyrithione zinc reduced the amount of fungus on the scalp, which reduces the amount of free fatty acids, thereby reducing scalp flaking and itch.

Mechanism of Action · 1건

Inhibition of fungal growth by pyrithione zinc is linked to increased copper uptake and cellular levels of copper, which is demonstrated by decreased CTR1-lacZ expression and slightly increased CUP1-lacZ expression in affected microorganisms. The coordination complex of pyrithione zinc dissociates, and pyrithione ligand forms a CuPT complex from available extracellular copper in the target organism. Pyrithione acts as an ionophore, interacting nonspecifically with the plasma membrane to shuttle copper into the cell, and facilitates copper transport across intracellular membranes. Copper may be shuttled into the mitochondria. Copper inactivates iron-sulfur (Fe-S) cluster-containing proteins via a mechanism similar to that described for copper-induced growth inhibition in bacteria. Decreased activity of Fe-S proteins leads to inhibition of fungal metabolism and fungal growth. Pyrithione zinc has been shown to slightly increase the levels of zinc.

Metabolism/MetabolitesAfter oral administration in rabbits, rats, monkeys, and dogs, pyrithione zinc is biotransformed into 2-pyridinethiol 1-oxide S-glucuronide and 2-pyridinethiol S-glucuronide.
MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Absorption, Distribution and Excretion · 2건

Following oral ingestion, only the pyrithione moiety is absorbed. Less than 1% of administered zinc pyrithione is absorbed from the skin. Radioabeled Zn pyrithione administered to rats, rabbits and monkeys, either orally or via intraperitoneal injection were absorbed into circulatin to extent of 80-90%.

The major route of elimination from the body after oral administration in rat was urine, with S-glucuronides of 2-mercaptopyridine-N-oxide being the major metabolites and 2-mercaptopyridine-N-oxide as the minor metabolite. Following oral administration, the majority of zinc is eliminated in the feces. Upon dermal administration, >90% of recovery was obtained from washings of the application site of pigs. Urinary excretion was 3% in animals with intact skin.

용도 및 제조

Uses · 2건

The sodium salt of pyrithione is used as a biocide in metalworking fluids; also used in ink, synthetic fiber lubricants, and dandruff shampoo; [Kanerva, p. 1832] Used as a biocide in the aircraft industry; [Kanerva, p. 1259] Used as an anti-fungal agent and disinfectant; [ChemIDplus]

Metal Machining [Category: Heat or Machine];Using Disinfectants or Biocides [Category: Clean]

General Manufacturing Information2-Pyridinethiol, 1-oxide: ACTIVE
응용 분야 · 2건

용도2-Mercaptopyridine N-oxide is used in ratiometric fluorescence imaging of intracellular zinc ions in mammalian cultures. It is used in the radical coupling of benzoyl derivatives of 2-deoxy-D-ribose, with heterocyclic bases to give C-nucleosides. It acts as a ligand and form coordination complexes with palladium chloride. It is a precursor to O-acyl thiohydroxamates. Further, it serves as an antifungal agent. In addition to this, it is used in the preparation of 1-oxa-2-oxo-3-thia-indolizinium chloride by reaction with carbonyl dichloride.

일반 설명2-Mercaptopyridine N-oxide forms complexes on reaction with palladium chloride. It inhibits NADH-fumarate reductase purified from Trypanosoma cruzi. It is precursor to O-acyl thiohydroxamates. It ligates to metals to form biologically active complexes.

상·하류 제품 정보

공급사50 곳

韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]

관련 반응

8건

연결된 노트

불러오는 중…