기본 정보
- 표준 SMILES
Cc1cc(=O)[nH]c(=O)[nH]1- InChIKey
SHVCSCWHWMSGTE-UHFFFAOYSA-N- 분자식
- C5H6N2O2
- 평균 분자량
- 126.11 g/mol
- 단동위원소 질량
- 126.04292743
개요
6-methyluracil is a pyrimidone that is uracil with a methyl group at position 6. It has a role as a metabolite. It is functionally related to a uracil.
이름 및 식별자
- 우선 이름
- 6-Methyluracil
- IUPAC
- 6-methyl-1H-pyrimidine-2,4-dione
- 영어명
- 6-Methyluracil
- 분자식
- C5H6N2O2
- 분자량
- 126.11
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
626-48-2- PubChem CID
- 12283
- DTXSID
DTXSID8052308- ChEMBL
CHEMBL1650614- ChEBI
CHEBI:74733- UNII
- 5O052W0G6I
- EC Number
- 210-949-4
- Nikkaji
- J39.643E
물성
구조 계산 물성
- XLogP
- -0.8
- 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
- 195
실험 및 물리화학적 성질
Color/Form
CRYSTALS FROM GLACIAL ACETIC ACID
OCTAHEDRAL PRISMS OR NEEDLES FROM WATER OR ALCOHOL
Other Experimental Properties
DECOMP ABOVE 300 °C
UV: 6-43 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Uracil, 1-methyl/
UV: 6-43 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Uracil, 3-methyl/
물리화학적 성질
- 녹는점
- 318 °C · 318 °C (dec.)(lit.)
- 밀도
- 1.226 · 1.226±0.06 g/cm3(Predicted)
- 저장 조건
- Inert atmosphere,Room Temperature
- 용해도
- DMSO (약간 용해됨), 메탄올(약간 용해됨,가열, 초음파 처리)
- 산도 계수 (pKa)
- 1 · pK1:9.52 (25°C)
- 물리적 상태
- 미세 결정성 분말
- 색상
- 흰색에서 거의 흰색
- 수용성
- 7 g/L · 7g/L(22℃)
- Merck
- 14 · 14,6133
- BRN
- 115647 · 115647
- InChI
- InChI=1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
- InChIKey
- SHVCSCWHWMSGTE-UHFFFAOYSA-N
- SMILES
- C1(=O)NC(C)=CC(=O)N1
- NIST
- 6 · 6-Methyluracil(626-48-2)
- EPA
- 2 · 2,4(1H,3H)-Pyrimidinedione, 6-methyl- (626-48-2)
화학적 성질
White to Off-White Crystalline Solid
안전 및 규제
GHS 분류
GHS Classification
Warning
H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory.
유해성 정보
Regulatory Information
Chemical: 2,4(1H,3H)-Pyrimidinedione, 6-methyl-
6-Methyluracil: Does not have an individual approval but may be used under an appropriate group standard
독성 정보
Interactions
XYLOL (43.46 MG/CU M), TOLUENE (24.28 MG/CU M), OR BUTYL ACETATE (209.91 MG/CU M) INHALED 5 HR DAILY FOR 4 MONTHS DECREASED SERUM ALBUMIN & INCREASED SERUM BETA- & GAMMA-GLOBULIN & BETA-LIPOPROTEIN LEVELS IN RATS. 4-METHYLURACIL ADDED TO FOOD OF RATS DURING INHALATION NORMALIZED THE LIPID & PROTEIN METABOLIC INDEXES. PROPHYLACTIC USE OF THESE PREPN IN TANNING INDUSTRY WORKERS IS SUGGESTED.
Non-Human Toxicity Excerpts
...INJECTED CHICK EGGS WITH 4 MG...PRODUCED ABNORMALITIES OF BRAIN OR EYE IN 24%. NO DEFECTS WERE PRODUCED IN RAT FETUSES WHEN THE MOTHER RECEIVED 3000 MG/KG OF BODY WEIGHT ON THE 9TH & 10TH DAY OF GESTATION.
6-METHYLURACIL INHIBITED GERMINATION OF CICER ARIETINUM SEEDS (A SYSTEM USED TO SIMULATE EMBRYONIC TISSUE).
WITH AN AGAR DIFFUSION TEST, IT WAS SHOWN THAT THERE ARE SUBSTANCES WITH STIMULATING OR INHIBITING ACTION, RESPECTIVELY, ON THE INDUCIBILITY OF PROPHAGES. THE PROPHAGES (LAMBDA +) & (LAMBDA IND S) EXHIBIT DIFFERENT REACTIONS ON EXPOSURE OF RESPECTIVE LYSOGENIC STRAINS AGAINST SOME SUBSTANCES TESTED. A SMALL SELECTION OF EFFECTIVE SUBSTANCES WERE QUALITATIVELY TESTED ON THE NONLYSOGENIC STRAIN ESCHERICHIA COLI C600 T44 & ON THE LYSOGENIC COMPLEX ESCHERICHIA COLI C600 T44 (LAMBDA IND-), THE PROPHAGE OF WHICH IS KNOWN TO BE NOT INDUCIBLE BY UV LIGHT. 6-METHYLURACIL DID NOT INDUCE (LAMBDA +) OR (LAMBDA IND S) PROPHAGES IN ESCHERICHIA COLI C600 T44 STRAINS.
6-METHYLURACIL ADMIN ORALLY TO RATS AT 50 MG/KG DAILY FOR 30 DAYS INCR MUSCLE MITOCHONDRIAL PROTEIN CONTENT, SOMEWHAT INCREASED OXYGEN CONSUMPTION & PHOSPHATE DEMINERALIZATION, BUT DID NOT AFFECT OXIDATIVE PHOSPHORYLATION DURING MUSCULAR EXERCISE.
For more Non-Human Toxicity Excerpts (Complete) data for 6-METHYLURACIL (9 total), please visit the HSDB record page.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YR0700000
- ridadr
- 1759
- 독성
- LD50 oral in rat: 64500mg/kg
- HS 번호
- 29335995
- risk_code
- 62-63
- hazard_code
- Xn
- safety_code
- 36/37/39-45-36/37
- 포장분류
- II
- 위험 등급
- 8
- Hazard Classifications
- Repr. 2
- 스토리지 클래스
- 11 - Combustible Solids
- 유해 물질 데이터
- 626-48-2(Hazardous Substances Data)
화학 및 산업
약리 정보
Metabolism/Metabolites
UNCHANGED 6-METHYL-2-THIOURACIL (46% OF DOSE), 6-METHYLURACIL (9%), 6-METHYL-2-METHYLTHIOURACIL (2%), 6-METHYL-4-OXOPYRIMIDINE (2%), 2-AMINO-6-METHYL-4-OXOPYRIMIDINE (0.2%), & UREA (1%) WERE EXCRETED IN URINE OF RATS THAT HAD BEEN TREATED ORALLY WITH 6-METHYL-2-THIOURACIL.
...STUDIES INDICATED THE FORMATION OF FOUR VOLATILE SUBSTANCES AFTER IRRADIATION OF A 10 PPM AQ BROMACIL SOLN FOR 6 DAYS. THE MAJOR PRODUCT (37%) WAS 6-METHYLURACIL.
A MIXED CULTURE OF PSEUDOMONAS SPECIES & PROACTINOMYCES RUBER UTILIZED 6-METHYLURACIL AS THE SOLE SOURCE OF CARBON & NITROGEN. 6-METHYLURACIL WAS OXIDATIVELY CONVERTED TO URACIL WHICH WAS SUBSEQUENTLY METABOLIZED TO BARBITURIC ACID & UREA.
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
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
Methods of Manufacturing
BOESE, US PATENT 2,138,756 (1938 TO CARBIDE & CARBON CHEM); GLEASON, US PATENT 2,174,239 (1939 TO STANDARD OIL). SYNTHESIS FROM UREA & ETHYL ACETOACETATE: DONLEAVY, KISE, ORG SYN 17, 63 (1937); BY ISOMERIZATION OF 2-HYDROXY-4-METHOXY-6-METHYLPYRIMIDINE: MCOMIE ET AL, J CHEM SOC 1957, 1830...
...FROM UREA & DIKETENE: KHROMOV-BORISOV, KARLINSKAYA, J GEN CHEM USSR 26, 1728 (1956); USSR PATENT 101,690 (1955), CA 51, 12989F (1957).
General Manufacturing Information
2,4(1H,3H)-Pyrimidinedione, 6-methyl-: ACTIVE
6-METHYLURACIL AT 100 PPM INCREASED THE INTENSITY OF PROTEIN SYNTHESIS IN PINTO BEANS BY 47.2%, AS COMPARED TO 87% & 37.3% FOR BENZYLADENINE (30 PPM) & BENZIMIDAZOLE (200 PPM). LONG-TERM TREATMENT OF PINTO BEANS WITH 100 PPM INCREASED CHLOROPHYLL CONTENT IN LEAVES, COMPARED TO UNTREATED INTACT LEAVES. 6-METHYLURACIL STIMULATED RNA SYNTHESIS IN TOBACCO LEAF BY 50%, AS COMPARED TO 21% & 23% FOR SODIUM BETA-URAMINE CROTONATE & ETHYL BETA-URAMINE CROTONATE RESPECTIVELY.
WHEN APPLIED AS SALVE TO SKIN OF VOLUNTEERS, 6-METHYLURACIL PARTIALLY PROTECTED AGAINST ULTRAVIOLET-INDUCED ERYTHEMA.
응용 분야
용도6-Methyluracil (cas# 626-48-2) is a compound useful in organic synthesis.
제조 방법
6-Methyluracil [626-48-2]. is produced by condensation of diketene with urea. It is used in the production of the analgesic mepirizole, the feed additive orotic acid, and 5-aminoorotic acid.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: A pyrimidone that is uracil with a methyl group at position 6.
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