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5-Chlorouracil

HCID 15758
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
1820-81-1
표준 SMILES
O=c1[nH]cc(Cl)c(=O)[nH]1
InChIKey
ZFTBZKVVGZNMJR-UHFFFAOYSA-N
분자식
C4H3ClN2O2
평균 분자량
146.53 g/mol
단동위원소 질량
145.988305

개요

5-chlorouracil is an organochlorine compound consisting of uracil having an chloro substituent at the 5-position. It is functionally related to a uracil.

이름 및 식별자

우선 이름
5-Chlorouracil
IUPAC
5-chloro-1H-pyrimidine-2,4-dione
영어명
5-Chlorouracil
분자식
C4H3ClN2O2
분자량
146.53

이름 및 동의어

5-CHLOROURACIL1820-81-15-chloropyrimidine-2,4(1H,3H)-dione2,4(1H,3H)-Pyrimidinedione, 5-chloro-7LQ4V03RNYDTXSID7075137CHEBI:60762NSC-28172RefChem:535032DTXCID6035788217-339-75-Chloro-1H-pyrimidine-2,4-dione
이름 더 보기
5-Chloropyrimidine-2,4-diolNSC 281725-chloro-uraciUracil,5-chloro-5-CHLORO-5-URACIL5-Chlorouracil,99%
5-Chloro-2,4-dihydroxypyrimidineUracil, 5-chloro-Fluorouracil EP Impurity EMFCD00006019164415-64-94(3H)-Pyrimidinone, 5-chloro-2-hydroxy- (9CI)107577-08-2NSC28172

데이터베이스 식별자

CAS
1820-81-1
PubChem CID
15758
DTXSID
DTXSID7075137
ChEMBL
CHEMBL144082
ChEBI
CHEBI:60762
UNII
7LQ4V03RNY
EC Number
217-339-7
Nikkaji
J49.053I

물성

구조 계산 물성

XLogP
-0.3
극성 표면적
58.2 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
9
형식 전하
0
복잡도
199

실험 및 물리화학적 성질

SpringerMaterials PropertiesChemical shift
LogP-0.35

물리화학적 성질

녹는점
300 °C · >300 °C (lit.)
밀도
1.6838 · 1.6838 (rough estimate)
굴절률
1.655 · 1.6550 (estimate)
저장 조건
2 · 2-8°C
용해도
1 M · 1M NH4OH: 용해성50mg/mL
산도 계수 (pKa)
6.77 · 6.77±0.10(Predicted)
물리적 상태
고체
색상
흰색에서 황백색까지
수용성
2.501 g/L · 2.501g/L(25℃)
BRN
127173 · 127173
InChI
InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChIKey
ZFTBZKVVGZNMJR-UHFFFAOYSA-N
SMILES
C1(=O)NC=C(Cl)C(=O)N1
EPA
5 · 5-Chlorouracil (1820-81-1)

화학적 성질

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H301 (75%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P264, P270, P280, P301+P316, P301+P317, P318, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationREACH registered substance: 5-chlorouracil (EC: 217-339-7)
Hazard Classes and CategoriesAcute Tox. 3 (75%)

안전 데이터

wgk
3
rtecs
YQ9410000
ridadr
UN2811
HS 번호
29335995
risk_code
36/37/38
hazard_code
Xi
safety_code
22-24/25-36-26
위험 등급
6.1
Hazard Classifications
Acute Tox. 3 OralMuta. 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

화학 및 산업

응용 분야 · 3건

개요5-Chlorouracil (5-CU) may have advantages for the inhibition of undesired fibroblast proliferation taking place after surgery for glaucoma and results in filtration failure. A comparison of 5-CU and 5-fluorouracil (5-FU) cytotoxicity shows that 5-CU is approximately 1000 times less toxic to nonproliferative cells while maintaining good antimitotic activity. In addition, 5-CU induces apoptotic-controlled cell death, whereas the influence of 5-FU is by apoptonecrosis. The 5-CU apoptotic mechanism is driven mainly by the nuclear translocation of AIF and activation of the LEI/L-DNase II pathways, which are caspase-independent. In conclusion, even though 5-CU is a weaker antiproliferating agent than 5-FU, its reduced toxic side effects on the epithelium and sclera allow for its enhanced efficacy and extended reduction of IOP after filtering surgery for glaucoma. 5-CU is an effective mutagen, clastogen and toxicant, and an effective inducer of sister-chromatid exchange, and is not as sensitive to ionizing radiation as other thymine analogues[1].

용도5-Chlorouracil can be used for the experimental and clinical treatment of neoplastic and viral diseases.

일반 설명The shape resonance spectra of 5-chlorouracil, obtained from fixed-nuclei elastic scattering calculations by the Schwinger multichannel method with pseudopotentials, was studied.

상·하류 제품 정보

하류 제품

2,4,5-Trichloropyrimidine

공급사101 곳

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관련 반응

6건
반응 기록 만들기
HRID 1065519 반응식
HRID 1065519생성물로uspto-grants-1982_05
HRID 1075785 반응식
HRID 1075785생성물로uspto-grants-1976_05
HRID 1222228 반응식
HRID 1222228생성물로Training data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1486526 반응식
HRID 1486526반응물로uspto-grants-2016_08
HRID 1698783 반응식
HRID 1698783반응물로uspto-grants-2002_02
HRID 1763948 반응식
HRID 1763948생성물로uspto-grants-1978_09

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white to light beige crystalline powder

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추가 설명

정의ChEBI: An organochlorine compound consisting of uracil having an chloro substituent at the 5-position. It is functionally related to a uracil.