1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine (HCID 5395)

개요

hydroxylamine (protonated, reduced) form of TEMPOL; a N-hydroxyl form of LASTAR A; TEMPOL is paramagnetic radical used in NMR as SPIN LABELS whereas TEMPOL-H is not

이름 및 식별자

우선 이름: 1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine
IUPAC: 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol
현지명: 4-히드록시-템포
영어명: 4-Hydroxy-TEMPO
분자식: C9H18NO2*
분자량: 172.24

이름 및 동의어

3637-10-34-Piperidinol, 1-hydroxy-2,2,6,6-tetramethyl-TEMPOL-H1,4-dihydroxy-2,2,6,6-tetramethylpiperidineV55XB6IT82DTXSID408597114-hydroxy-2,2,6,6-tetramethyl-n-hydroxypiperidineOT 674N-Hydroxy-2,2,6,6-tetramethylpiperidine4-hydroxy-2,2,6,6-tetramethyl-1-hydroxypiperidine4-hydroxy-TEMPOLHOTMP

이름 더 보기

4-히드록시-템포사메틸피페리딘올N-옥실4-하이드록시-2,2,6,6-테트라메틸피페리딘-1-옥실사메틸피페리딘올N-옥실(TETRAMETHYLPIPERIDINOLN-OXYL)1-피페리딘일옥시, 4-하이드록시-2,2,6,6-테트라메틸-4-옥시피페리돌4-하이드록시-2,2,6,6-테트라메틸-1-피페리딘일옥시4-하이드록시-2,2,6,6-테트라메틸피페리딘-N-옥실나이트록실-2피페리딘, 4-하이드록시-2,2,6,6-테트라메틸-1-옥시-피페리딘옥시, 4-하이드록시-2,2,6,6-테트라메틸-4-OH-TEMPOTEMPOL4-Hydroxy-TEMPOZJ-701Inhibitor 701TMPN4-HO-TEMPO4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINYLOXY4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL

TEMPO-HRefChem:891347DTXCID80209756434-880-62,2,6,6-tetramethylpiperidine-1,4-diol1-hydroxy-2,2,6,6-tetramethyl-piperidin-4-ol1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol4-hydroxy tempo

데이터베이스 식별자

CAS: 2226-96-2、3637-10-3
PubChem CID: 5395
DTXSID: DTXSID40859711
ChEMBL: CHEMBL117649
UNII: V55XB6IT82
EC Number: 434-880-6、609-238-5
Nikkaji: J816.893H

물성

구조 계산 물성

XLogP: 0.9
극성 표면적: 43.7 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 3
회전 가능 결합 수: 0
무거운 원자 수: 12
형식 전하: 0
복잡도: 159

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesBoiling point

물리화학적 성질

녹는점: 69 · 69-71 °C(lit.)
끓는 점: 302.58 °C · 302.58°C (rough estimate)
밀도: 1.0402 · 1.0402 (rough estimate)
증기압: 0.025 Pa · 0.025Pa at 20℃
굴절률: 1.435 · 1.4350 (estimate)
인화점: 146 ° · 146°(295°F)
저장 조건: 2 · 2-8°C
용해도: 1670 g/l · 1670g/l
물리적 상태: 결정 또는 결정성 분말
산도 계수 (pKa): 5.07 · 5.07[at 20 ℃]
색상: 오렌지 레드
수소이온지수(pH): 8.2 · 8.2 (20g/l, H2O, 20℃)
수용성: 녹는
Merck: 14 · 14,9141
BRN: 1422990 · 1422990
Henry's Law Constant: 3.3 · 3.3×109 mol/(m3Pa) at 25℃, HSDB (2015)
안정성: 안정적인. 강한 산화제와 호환되지 않습니다.
화장품 원료 기능: 항산화제
InChI: 1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3
InChIKey: FAPCFNWEPHTUQK-UHFFFAOYSA-N
SMILES: CC1(C)CC(O)CC(C)(C)N1[O]
LogP: 0.56 at · 0.56 at 25℃
NIST: 1 · 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-(2226-96-2)
EPA: 1 · 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl- (2226-96-2)

화학적 성질

solid

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P319, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory Information · 2건

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 25-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16531

Hazard Classes and Categories · 2건

Acute Tox. 4 (100%)

안전 데이터

wgk: 1
tsca: TSCA listed
rtecs: TN8991000
독성: LD50 oral in rat: 1053mg/kg
HS 번호: 29333999
risk_code: 22-36/37/38-36/38
hazard_code: Xn,Xi
safety_code: 26-36-37/39-36/37/39-27
기존화학 물질: KE-20899
자연 발화 온도: 260°C (DIN 51794)
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1STOT RE 2 Oral
스토리지 클래스: 11 - Combustible Solids
유해 물질 데이터: 2226-96-2(Hazardous Substances Data)

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military.

용도 및 제조

General Manufacturing Information4-Piperidinol, 1-hydroxy-2,2,6,6-tetramethyl-: ACTIVE

응용 분야 · 3건

개요TEMPOL is a piperidine nitroxide and spin label with superoxide dismutase (SOD) mimetic activity. It inhibits lipid peroxidation in rat liver microsomes with 50% inhibition of microsomal lipid peroxidation (IP50) values of 117, 61, and 381 μM for peroxidation induced by iron plus NADPH, iron plus ascorbate, and t-butylhydroperoxide, respectively. TEMPOL (1 mM) inhibits production of superoxide anions by 92% via a xanthine-xanthine oxidase reaction in vitro. It reduces mean arterial pressure and heart rate in spontaneously hypertensive rats (ED50s = 70 and 63 μmol/kg, respectively) when administered intravenously. TEMPOL is a cell-permeable spin label that has been used to quantify intracellular oxygen in various cell types by electron spin resonance (ESR) spectroscopy.

용도A free radical scavenger

일반 설명4-Hydroxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. It is a low-molecular weight compound and has been proposed as superoxide dismutase mimic.