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O-페난트롤린

1,10-Phenanthroline

HCID 1318
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인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
66-71-7
표준 SMILES
c1cnc2c(c1)ccc1cccnc12
InChIKey
DGEZNRSVGBDHLK-UHFFFAOYSA-N
분자식
C12H8N2
평균 분자량
180.2 g/mol
단동위원소 질량
180.06874826

개요

1,10-phenanthroline is a phenanthroline. It has a role as an EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor and an EC 2.7.1.1 (hexokinase) inhibitor.

이름 및 식별자

우선 이름
1,10-Phenanthroline
IUPAC
1,10-phenanthroline
현지명
O-페난트롤린
영어명
o-Phenanthroline
분자식
C12H8N2
분자량
180.21

이름 및 동의어

1,10-phenanthroline66-71-7o-phenanthroline4,5-diazaphenanthreneorthophenanthroline1,10-o-phenanthrolinebeta-phenanthroline2-phenanthrolineDTXSID1025857O-PHEW4X6ZO7939NSC-4265
이름 더 보기
o-페난트롤린1,10-페난트롤린1,10-Phen10-Phenanthroline1,10-Fenanthrolin1,10-Phenanthroline anhydrate4,5-Phenanthroline1,1-Phenanthroline
NSC-203545DTXCID405857CHEBI:44975(OP)2Cu(I)RefChem:410355200-629-2Phenanthrolinephen

데이터베이스 식별자

CAS
66-71-7
PubChem CID
1318
DTXSID
DTXSID1025857
ChEMBL
CHEMBL415879
ChEBI
CHEBI:44975
UNII
W4X6ZO7939
EC Number
200-629-2
Nikkaji
J4.844E

물성

구조 계산 물성보충 중

XLogP
1.8
극성 표면적
25.8 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
14
형식 전하
0
복잡도
182

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials PropertiesAngular frequency
LogP1.93
Solubility>27 [ug/mL] (The mean of the results at pH 7.4)
Boiling Point> 300 °C
Melting Point117 °C
Vapor Pressure0.0000523 [mmHg]
Physical Description · 2건

Liquid

White solid; [Merck Index] Hygroscopic solid; [Sigma-Aldrich MSDS]

Ionization Efficiency · 6건

Positive

3.25

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Dissociation Constants4.27 (at 20 °C)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (99.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 3건

Chemical: 1,10-Phenanthroline

1,10-Phenanthroline is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,10-Phenanthroline are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

1,10-Phenanthroline: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses kidney changes in intraperitoneal lethal-dose studies of mice (LD50 = 75 mg/kg); [RTECS] May cause irritation; Toxic by ingestion; [Sigma-Aldrich MSDS] See 2,2'-Bipyridine. See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and Categories · 3건

Acute Tox. 3 (99.8%)

Acute toxicity - category 3

Acute Tox. 3 *

안전 및 보호

Protective Action Criteria (PAC) · 3건

0.25 [mg/m3]

2.7 [mg/m3]

16 [mg/m3]

독성 정보

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 6건

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.

Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA.

Organic chemicals that form two or more coordination links with an iron ion. Once coordination has occurred, the complex formed is called a chelate. The iron-binding porphyrin group of hemoglobin is an example of a metal chelate found in biological systems.

Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).

용도 및 제조

UsesUsed as an analytical reagent, metal chelator, and in organic synthesis; [Merck Index] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
U.S. Production2023: <50,000 lb
Industry UsesDrier
General Manufacturing Information · 2건

Paint and Coating Manufacturing

관련 반응

1,045건
반응 기록 만들기
HRID 1300 반응식
HRID 1300반응물로uspto-grants-1998_03
HRID 1301 반응식
HRID 1301촉매로uspto-grants-1998_03
HRID 11745 반응식
HRID 11745반응물로uspto-grants-2006_08
HRID 32282 반응식
HRID 32282반응물로uspto-grants-2008_09
HRID 32728 반응식
HRID 32728반응물로uspto-grants-2008_09
HRID 33275 반응식
HRID 33275반응물로uspto-grants-2008_09
HRID 33907 반응식
HRID 33907반응물로uspto-grants-2008_09
HRID 41595 반응식
HRID 41595반응물로uspto-grants-2013_09
1 / 131 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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새 노트새 반응견적 요청하기
Collision Cross Section132.4 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID1025857]

물리화학적 성질

녹는점
114 · 114-117 °C(lit.)
끓는 점
330 °C · >330°C
밀도
1.1836 · 1.1836 (rough estimate)
굴절률
1.52 · 1.5200 (estimate)
인화점
330 °C · >330°C
저장 조건
30 °C · Store below +30°C.
용해도
2.69 g/L · 2.69g/L
산도 계수 (pKa)
4.84 · 4.84(at 25℃)
물리적 상태
가루
색상
흰색에서 연한 노란색 또는 연한 분홍색까지
수용성
약간 용해됨
Merck
14 · 14,7214
BRN
126461 · 126461
Henry's Law Constant
1.1 · 1.1×105 mol/(m3Pa) at 25℃, Zhang et al. (2010)
안정성
안정적인. 흡습성. 질소하에 보관하십시오. 강산, 강산화제와 호환되지 않습니다.
InChI
1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
InChIKey
DGEZNRSVGBDHLK-UHFFFAOYSA-N
SMILES
c1cnc2c(c1)ccc3cccnc23
NIST
o-Phenanthroline(66-71-7)
EPA
1 · 1,10-Phenanthroline (66-71-7)

화학적 성질

Monohydrate is a white crystalline powder. The melting point is 93-94°C, the melting point of anhydrous is 117°C, soluble in 300 parts of water, 70 parts of benzene, soluble in alcohol and acetone.

Carcinogen Classification
No indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
SF8437000
ridadr
UN 2811 6.1/PG 3
독성
dni-hmn:leu 5 mg/L ONCOBS 46,193,89
HS 번호
29339990
risk_code
25-50/53
hazard_code
T,N
safety_code
45-60-61
포장분류
III
위험 등급
6.1
기존화학 물질
KE-28205
Hazard Classifications
Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

1,10-Phenanthroline: ACTIVE

응용 분야 · 2건

개요o-Phenanthroline is a white crystalline powder and serves as an organic intermediate. It has multiple uses, acting as both a redox indicator and a reagent for the determination of various metals such as ferrous, palladium, vanadium, copper, and iron.

용도o-Phenanthroline is a commonly used redox indicator and also a bidentate ligand. It has been widely used in transition metal-catalyzed cross-coupling reactions and CH bond activation reactions. It also acts as a chelating agent, forming complexes with most metal ions. In addition, it functions as a ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.

제조 방법

1,10-Phenanthroline is prepared by heating o-phenylenediamine, glycerin, nitrobenzene and concentrated sulfuric acid.

상·하류 제품 정보

상류 원료

8-AminoquinolineO-페닐렌다이아민1,10-Phenanthroline, 1,2,3,4-tetrahydro-Pyridine, 3,3'-(1Z)-1,2-ethenediylbis[2-bromo-2-Amino-3-pyridinecarboxaldehyde5 6-Epoxy-5 6-dihydro-(1 10)phenanthrol&숙신산이나트륨

하류 제품

1 10-Phenanthroline-5 6-dione 972,9-디브로모-1,10-페난트롤린-5,6-디온Sodium 2,4-pentanedionate1,10-페난트롤린-5,6-디온,3,8-디브로모5,6-Dimethyl-1,10-phenanthroline메톡시벤질알콜2,2'-Bicinchoninic Acid2,9-디클로로-1,10-페난트롤린