크산틴

Xanthine

HCID 1188CAS 69-89-6

기본 정보

표준 SMILES
O=c1[nH]c(=O)c2[nH]cnc2[nH]1
InChIKey
LRFVTYWOQMYALW-UHFFFAOYSA-N
분자식
C5H4N4O2
평균 분자량
152.11 g/mol
단동위원소 질량
152.03342537

개요

9H-xanthine is an oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated. It has a role as a Saccharomyces cerevisiae metabolite. It is a tautomer of a 7H-xanthine.

이름 및 식별자

우선 이름
Xanthine
IUPAC
3,7-dihydropurine-2,6-dione
현지명
크산틴
영어명
Xanthine
분자식
C5H4N4O2
분자량
152.11

이름 및 동의어

xanthine69-89-62,6-Dihydroxypurine2,6-dioxopurineXanthinIsoxanthineXanthic oxide1H-Purine-2,6-diolPseudoxanthine9H-Purine-2,6-diol3,7-Dihydro-1H-purine-2,6-dione1H-Purine-2,6-dione, 3,7-dihydro-
이름 더 보기
크산틴크잔틴잔틴Xan7H-xanthineDioxopurine1H-Purine-2,6(3H,7H)-dione
Purine-2,6-diol3,7-dihydropurine-2,6-dione2,6(1,3)-Purinedion3,9-dihydro-1H-purine-2,6-dione2,6-Dioxo-1,2,3,6-tetrahydropurine1H-Purine-2,6-dione, 3,9-dihydro-9H-Purine-2,6-(1H,3H)-dionePurine-2,6(1H,3H)-dione

데이터베이스 식별자

CAS
69-89-6
PubChem CID
1188
DTXSID
DTXSID4035120
ChEMBL
CHEMBL1424
ChEBI
CHEBI:17712
UNII
1AVZ07U9S7
EC Number
200-718-6
Nikkaji
J2.371J

물성

구조 계산 물성

XLogP
-0.7
극성 표면적
86.9 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
3
회전 가능 결합 수
0
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Purines
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsSkin conditioning
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP-0.73
Solubility0.069 mg/mL at 16 °C; 9.5 mg/mL (sodium salt)

물리화학적 성질

녹는점
300 °C · 300 °C
끓는 점
274.55 °C · 274.55°C (rough estimate)
밀도
1.5452 · 1.5452 (rough estimate)
증기 밀도
5.3 · 5.3 (vs air)
굴절률
1.85 · 1.8500 (estimate)
저장 조건
Keep in dark place,Sealed in dry,Room Temperature

화학적 성질

White to off-white crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 3.7% (3 of 82) of reports.

Warning

H317 (85.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 82 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: 1H-Purine-2,6-dione, 3,7-dihydro-

1H-Purine-2,6-dione, 3,9-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Purine-2,6-dione, 3,9-dihydro- 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)

Status: Active Update: 09-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33594

1H-Purine-2,6-dione, 3,7-dihydro-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary · 1건

May cause irritation; [Alfa Aesar MSDS] An irritant that may cause severe eye irritation; May cause skin sensitization; [Sigma-Aldrich MSDS] PubMed search for (69-89-6[EC/RN Number]) AND (allergic or sensitizer or sensitization or dermatitis): no records supporting skin sensitization; [PubMed]

Hazard Classes and CategoriesSkin Sens. 1 (85.4%)

독성 정보

Treatment · 1건

Chronic Exposure: Kidney dialysis is usually needed to relieve the symptoms of xanthine toxicity until normal kidney function can be restored. Acute Exposure: EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice.

Health Effects · 1건

Chronically high concentrations of xanthine can lead to health problems such as renal failure and xanthine kidney stones, one of the rarest types of kidney stones. Chronically high levels of xanthine are associated with at least 4 inborn errors of metabolism including: Xanthinuria type I, Xanthuria type II, Molybdenium Cofactor Deficiency, and Xanthinuria.

Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity SummaryXanthine is a poorly soluble compound. As a result high concentrations of serum xanthine can lead to the formation of kidney stones (xanthine kidney stones) which can, over the long term, induce kidney failure.
Signs and SymptomsMay lead to arthropathy, myopathy, crystal nephropathy, urolithiasis, or renal failure.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
ZD7700000
HS 번호
29335990
risk_code
36-43-36/37/38
hazard_code
Xi

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Xanthine is readily converted to uric acid. The enzyme xanthine oxidase makes uric acid from xanthine and hypoxanthine, which in turn are produced from other purines. In humans and higher primates, uric acid is the final oxidation (breakdown) product of purine metabolism and is excreted in urine.

Tissue LocationsBladder
Cellular LocationsCytoplasm
Metabolite PathwaysAdenine phosphoribosyltransferase deficiency (APRT)

용도 및 제조

Uses · 2건

Found in animal organs, yeast, potatoes, coffee beans, and tea; [Merck Index] A purine base found in most body tissues and fluids, certain plants, and some urinary calculi. It is an intermediate in the degradation of adenosine monophosphate to uric acid, being formed by oxidation of hypoxanthine. The methylated xanthine compounds caffeine, theobromine, and theophylline and their derivatives are used in medicine for their bronchodilator effects. (Dorland, 28th ed) [ChemIDplus]

Naturally produced by the body (endogenous).

U.S. Production2023: <50,000 lb
Use ClassificationCosmetics -> Skin conditioning
General Manufacturing Information1H-Purine-2,6-dione, 3,9-dihydro-: ACTIVE
응용 분야 · 2건

용도2,6-Dihydroxypurine was fund in animal organs, yeast, patatoes, coffee beans, tea. 2,6-Dihydroxypurine can be used to relax and widen certain breathing passages of the lungs. It is also found that a large number of derivatives have adenoside receptor antagonist properties.

일반 설명Xanthine is a purine that can be produced in the purine metabolic pathway via different precursors:Guanine deamination by guanine deaminaseHypoxanthine conversion by xanthine oxidoreductase

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
浙江华方药业股份有限公司0576-84169890
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

추가 설명

정의A poisonous colorless crystalline organic compound that occurs in blood, coffee beans, potatoes, and urine. It is used as a chemical intermediate.

관련 반응

40건

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