3-이소부틸-1-메틸삭틴

3-Isobutyl-1-methylxanthine

HCID 3758CAS 28822-58-4

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: CC(C)Cn1c(=O)n(C)c(=O)c2[nH]cnc21
InChIKey: APIXJSLKIYYUKG-UHFFFAOYSA-N
분자식: C10H14N4O2
평균 분자량: 222.24 g/mol
단동위원소 질량: 222.1116757

이름 및 식별자

우선 이름: 3-Isobutyl-1-methylxanthine
IUPAC: 1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
현지명: 3-이소부틸-1-메틸삭틴
영어명: 3-Isobutyl-1-methylxanthine
분자식: C10H14N4O2
분자량: 222.24

이름 및 동의어

3-Isobutyl-1-methylxanthineIBMX28822-58-4isobutylmethylxanthine1-METHYL-3-ISOBUTYLXANTHINE1H-Purine-2,6-dione, 3,7-dihydro-1-methyl-3-(2-methylpropyl)-Xanthine, 3-isobutyl-1-methyl-3-Isobutyl-1-methyl-3,7-dihydro-1H-purine-2,6-dione3-Isobutyl-1-methyxanthine3-isobutyl-1-methyl-7H-xanthine1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dioneSC-2964

이름 더 보기

3-이소부틸-1-메틸삭틴MIXIMXI5879-1GNSC 165960I5879-100MGI5879-250MGIBMX(NSC165960

TBT296U68MCHEBI:347951-methyl-3-(2-methylpropyl)-3,7-dihydro-1H-purine-2,6-dioneNSC-165960SC 2964DTXSID0040549Isobutyltheophylline3 Isobutyl 1 methylxanthine

데이터베이스 식별자

CAS: 28822-58-4
PubChem CID: 3758
DTXSID: DTXSID0040549
ChEMBL: CHEMBL275084
ChEBI: CHEBI:34795
UNII: TBT296U68M
EC Number: 249-259-3
Nikkaji: J107.263C

물성

구조 계산 물성

XLogP: 1.5
극성 표면적: 69.3 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 3
회전 가능 결합 수: 2
무거운 원자 수: 16
형식 전하: 0
복잡도: 318

실험 및 물리화학적 성질

Kovats Retention Index2150；2150；2150

Collision Cross Section147.8 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점: 200 · 200-201 °C(lit.)
끓는 점: 363.42 °C · 363.42°C (rough estimate)
밀도: 1.2042 · 1.2042 (rough estimate)
굴절률: 1.65 · 1.6500 (estimate)
저장 조건: -20 °C · -20°C
용해도: 1 M · DMSO: 1 M(약간 따뜻하게 데우기)
물리적 상태: 가루
산도 계수 (pKa): 8.61 · 8.61±0.70(Predicted)
색상: 회백색
BRN: 247859 · 247859
안정성: 2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°C에서 최대 3개월 동안 보관할 수 있습니다.
InChI: InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
InChIKey: APIXJSLKIYYUKG-UHFFFAOYSA-N
SMILES: N1C2=C(N(CC(C)C)C(=O)N(C)C2=O)NC=1

화학적 성질

White Needles with Yellow Cast

안전 및 규제

GHS 분류

GHS Classification · 5건

Warning

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

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 70 reports by companies from 2 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk: 3
rtecs: ZD8500000
HS 번호: 29335990
risk_code: 22
hazard_code: Xn
safety_code: 24/25
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationCompounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.

응용 분야 · 2건

용도3-Isobutyl-1-methylxanthine is used in inhibition of phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50 = 1.3 uM). Also inhibits ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. Inhibits the growth of carcinoma cells both in vivo and in vitro in mice.

일반 설명3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases. IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research. In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.