CAS: 172163-62-1; 2-Amino-7-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Iodo-1H-Pyrrolo[2,3-D]Pyrimidin-4(7H)-One

该化合物是一种经过修改的核核素,其特点是一种分离的核素结构,用碳原子取代了7位置的氮原子.这种修改改变了其生化特性,使其在医学化学和分子生物学等各个领域具有兴趣.在7位置上存在碘原子,增加了其在无线电标签和成像应用中应用的潜力.作为一个核核素,它由一种与经过修改的纯碱基相连的糖碱(2'dexyribose)组成,可以影响其与核酸和酶的相互作用.由于结构的改变,这种化合物可能呈现独特的药效特性,包括潜在的抗病毒或抗癌活动.其溶性,稳定性和再活性可能不同于标准的核素,使它成为研究核酸化学化学和治疗发展的宝贵工具.

英文名称2-Amino-7-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Iodo-1H-Pyrrolo[2,3-D]Pyrimidin-4(7H)-One
中文名称2-氨基-7-((2R,4S,5R)-4-羟基-5-(羟甲基)四氢呋喃-2-基)-5-碘-1H-吡咯并[2,3-d]嘧啶-4(7H)-酮
IUPAC名称2-amino-7-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodo-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
其它别名7-Deaza-2'-Deoxy-7-Iodoguanosine; 7-Deaza-7-I-2'-Da; 7-Deaza-21-Deoxy-7-Iodoguanosine; 7-Deaza-7-I-2'-Dg; 7-Deaza-7-Iodo-2'-Deoxyguanosine, >; 2-Amino-7-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Iodo-1H-Pyrrolo[2,3-D]Pyrimidin-4(7H)-One; 2-Amino-7-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Iodo-3H-Pyrrolo[2,3-D]Pyrimidin-4(7H)-One; 7-Iodo-7-Deaza-2'-Deoxyguanosine
CAS编号172163-62-1
MFCD编号:MFCD07778651
EINECS号:899-685-4
分子式:C11H13IN4O4
分子量:392.15
产品CID: 882134
产品分类有机原料→生命科学→核苷&核苷酸→卤素修饰性核苷

相似结构搜索
InChIKey: TVQBNMOSBBMRCZ-RRKCRQDMSA-N
InChI=1S/C11H13IN4O4/c12-4-2-16(7-1-5(18)6(3-17)20-7)9-8(4)10(19)15-11(13)14-9/h2,5-7,17-18H,1,3H2,(H3,13,14,15,19)/t5-,6+,7+/m0/s1…
计算化学: 氢键受体数7.0氢键供体数4.0可旋转键数2.0

相似化合物

114748-67-3 86392-75-8 666848-20-0

物理性质

熔点>170 °C
沸点679.9±65.0 °C at 760 mmHg
闪点365.0±34.3 °C
密度2.5±0.1 g/cm3
pKa:10.28±0.20(预测)
PSA:126.39
LogP:-0.4479
折射率1.919
蒸汽压0.0±2.2 mmHg at 25°C
溶解性DMSO (Slightly, Heated, Sonicated), Methanol (Slightly, Heated, Sonicated)
外观形态白色至类白色固体
储存条件在惰性气体(氮气或氩气)下 2–8 °C
产品应用该化合物是DNA合成和测序反应中适用的脱氧GUANOSINE衍生物.

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

上下游产品

Isobutyric acid (2R,3S,5R)-5-(2-formylamino-5-iodo-4-methoxy-pyrrolo[2,3-d]pyrimidin-7-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester 2-amino-7-(2-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-5-iodo-4-methoxy-4H-pyrrolo[2,3-d]pyrimidine N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)isobutyramide 2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 7-[2-deoxy-β-D-erythro-pentofuranosyl]-5-iodo-2-(isobutyrylamino)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-iodo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide N-{7-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-prop-1-ynyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-isobutyramideN-{7-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-prop-1-ynyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-isobutyramide N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-hex-1-ynyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide

合成工艺路线路线简述

合成目标产物 7-Deaza-7-Iodo-2'-Deoxyguanosine 主要起始原料 (2R,3S,5R)-5-(2-Amino-5-Iodo-4-Methoxy-7H-Pyrrolo[2,3-D]Pyrimidin-7-yl)-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol
(文献来源)合成步骤主要原料 (2R,3S,5R)-5-(2-Amino-5-Iodo-4-Methoxy-7H-Pyrrolo[2,3-D]Pyrimidin-7-yl)-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol

海关参考信息

2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
2905399001-1,3-丙二醇
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-6906185-B1
优先权日:1997-03-20
标题:Derivatives of 7-deaza -2â€²-deoxyguanosine-5'-triphosphate, preparation and use thereof
发明人：FULLER CARL W; MCDOUGALL MARK; KUMAR SHIV
权利人:AMERSHAM BIOSCIENCES CORP
摘要:Derivatives of 7-deaza-2'-deoxyguanosine are described. Also described is the use of such compounds in synthesis of nucleic acid polymers and in methods for determining a nucleotide base sequence.

专利号:US-2022411860-A1
优先权日:2015-09-28
标题:Design and synthesis of novel disulfide linker based nucleotides as reversible terminators for dna sequencing by synthesis

专利号:US-2023160000-A1
优先权日:2015-09-28
标题:Synthesis of novel disulfide linker based nucleotides as reversible terminators for dna sequencing by synthesis

专利号:US-2023028388-A1
优先权日:2015-09-28
标题 :Design and synthesis of novel disulfide linker based nucleotides as reversible terminators for dna sequencing by synthesis

专利号:CN-114989235-A
优先权日:2015-09-28
标题:Design and synthesis of nucleotides based on novel disulfide linkers for use as reversible terminators for DNA sequencing by synthesis

专利号:CN-108779138-B
优先权日:2015-09-28
标题 :Design and synthesis of novel disulfide linker-based nucleotides for use as reversible terminators for DNA sequencing by synthesis