CAS: 945-24-4; (2,4-Diaminopteridin-6-yl)Methanol

该化合物是一种以双环结构为特征的蛋白衍生物,包括一个火利米丁和一个对子环,该化合物在2和4位置上有两个氨基组,在6位置上有一个水氧化甲基组,有助于其反应和潜在的生物活动.它通常是晶体固态,在水和极地有机溶剂中可溶解,可增强其在各种化学和生物应用中的效用.氨基和水氧化基甲基组的存在使得氢与生物大型分子结合和相互作用,使其对医药化学和生物化学和生物化学具有兴趣.该化合物在合成叶酸衍生物和其他与生物有关的分子方面可以发挥作用,并可以参与各种酶过程.其稳定性和再活性可受到PH和温度的影响,而温度是实验环境中的重要考虑因素.

英文名称(2,4-Diaminopteridin-6-yl)Methanol
中文名称2,4-二氨基-6-羟甲基蝶啶
IUPAC名称(2,4-diaminopteridin-6-yl)methanol
其它别名Unii-1Ru16O4Ro0; 4,6-Diamino-1,3,5-Triazin-2(1H)-One; Benzo[d][1,2,3]Triazin-4(3H)-One; 6-Hydroxymethyl-2,4-Pteridinediamine; 2,4-Diamino-6-(Hydroxymethyl)Pteridine; (2,4-Diamino-Pteridin-
CAS编号945-24-4
MFCD编号:MFCD00006711
EINECS号:213-412-2
分子式:C7H8N6O
分子量:192.18
产品CID: 1996634
产品分类医药中间体 → 原料药中间体

相似结构搜索
产品信息参考;;;;
InChIKey: CYNARAWTVHQHDI-UHFFFAOYSA-N
InChI=1S/C7H8N6O/c8-5-4-6(13-7(9)12-5)10-1-3(2-14)11-4/h1,14H,2H2,(H4,8,9,10,12,13)…
计算化学: 氢键受体数7.0氢键供体数3.0可旋转键数1.0

物理性质

熔点333-334 °C (分解)
沸点560.2±60.0 °C at 760 mmHg
闪点292.6±32.9 °C
密度1.7±0.1 g/cm3
pKa:12.00±0.10(预测)
PSA:123.83
LogP:-1.42
折射率1.852
蒸汽压0.0±1.6 mmHg at 25°C
溶解性DMSO (Slightly), Methanol (Slightly, Heated)
敏感性常温常压下稳定
外观形态浅棕色至深黄色固体
储存条件请置于阴暗处, 惰性气氛中,2-8°C
产品应用该化合物是合成甲酸盐的关键中间体.

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

N-[2-(Butanoylamino)-6-(Hydroxymethyl)Pteridin-4-Yl]Butanamide 191786-04-6
6-羟基甲基蝶呤 6-(Hydroxymethyl)Pterin 712-29-8
N-[2-(Butanoylamino)-6-Formylpteridin-4-Yl]Butanamide 191786-03-5
N-[2-(Butanoylamino)-6-[(E)-2-(4-Ethylphenyl)Ethenyl]Pteridin-4-Yl]Butanamide 191786-02-4
甲氨蝶呤 Methotrexate 59-05-2
N-{6-[(Acetyloxy)Methyl]-3,4-Dihydro-4-Oxopteridin-2-Yl}Acetamide 32363-58-9

合成工艺路线路线简述

合成目标产物 2,4-Diamino-6-(Hydroxymethyl)Pteridine 主要起始原料 (2,4-Diaminopteridin-6-yl)Methanol Hydrochloride Hydrate
73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Acetic Acid Solvents: Water; Rt -> 80 °C; 80 °C -> 45 °C1.2 Reagents: Ammonium Hydroxide Solvents: Water; Ph 5.3 - 5.6
标题:Preparation Of Methotrexate Derivatives For Treatment Of Autoimmune Disease And Cancer
参考文献:World Intellectual Property Organization]

100462-86-0 = 945-24-4
反应条件:1.1 Reagents: Acetic Acid Solvents: Acetic Acid; 75 °C; 15 Min,75 - 80 °C; 80 °C -> 45 °C1.2 Reagents: Ammonium Hydroxide Solvents: Water; Ph 6,45 °C
标题:Preparation Of Ornithine Derivative Ammonium Salts For Treating Inflammatory Diseases
参考文献:United States]

522614-11-5 = 945-24-4
反应条件:1.1 Reagents: Ammonia Solvents: Methanol,Water; 24 H,Rt
标题:Pteridines. Part Cxiii. Protection Of Pteridines
作者:Yao,Qizineng; Pfleiderer,Wolfgang
参考文献:Helvetica Chimica Acta 日期:2003 卷标:86(1) 页码:1-12]

73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 3 H,< Ph 7,Rt
标题:Antifolate Linker-Drugs And Antibody-Drug Conjugates
参考文献:United States]

73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Ph 7,21 °C
标题:Synthesis And Evaluation Of Hydrogen Peroxide Sensitive Prodrugs Of Methotrexate And Aminopterin For The Treatment Of Rheumatoid Arthritis
作者:Peiro Cadahia,Jorge; Bondebjerg,Jon; Hansen,Christian A.; Previtali,Viola; Hansen,Anders E.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(8) 页码:3503-3515]

73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Sodium Bicarbonate
标题:Preparation Of Vasculostatic Agents And Methods Of Use
参考文献:World Intellectual Property Organization]

96-26-4 + 1004-74-6 = 945-24-4
反应条件:1.1 Reagents: Oxygen
标题:2,4-Diamino-6-Hydroxymethylpteridine
参考文献:United States]

54798-28-6 + 113-00-8 = 945-24-4
反应条件:1.1 Solvents: Methanol
标题:Pteridines. Xxxviii. Synthesis Of Some 2,4-Diamino-6-Substituted Methylpteridines. New Route To Pteroic Acid
作者:Taylor,Edward C.; Portnoy,Robert C.; Hochstetler,Douglass C.; Kobayashi,T.
参考文献:Journal Of Organic Chemistry 日期:1975 卷标:40(16) 页码:2347-51]

= 945-24-4 [标题:Reaction Conditions
标题:Diaminopteridine Derivatives
参考文献:United States]

= 945-24-4 [标题:Reaction Conditions
标题:Phosphinic Acid Pseudopeptides Analogous To Glutamyl-γ-Glutamate: Synthesis And Coupling To Pteroyl Azides Leads To Potent Inhibitors Of Folylpoly-γ-Glutamate Synthetase
作者:Valiaeva,Nadya; Bartley,David; Konno,Tsutomu; Coward,James K.
参考文献:Journal Of Organic Chemistry 日期:2001 卷标:66(15) 页码:5146-5154]

96-26-4 + 1426393-09-0 = 945-24-4
反应条件:1.1 Reagents: Oxygen Solvents: Methanol,Water; 12 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 8
标题:A Process For Preparing 6-(Bromomethyl)-2,4-Pteridinediamine
参考文献:China]

96-26-4 + 1004-74-6 = 945-24-4
反应条件:1.1 Reagents: Barium Chloride Solvents: Water; 10 Min,100 °C; 100 °C -> Rt1.2 Reagents: Sodium Acetate,L-Cysteine,Hydrochloride,Monohydrate,Oxygen Solvents: Water; 24 H,Rt
标题:Antimicrobial Diaminopteridine Derivatives
参考文献:World Intellectual Property Organization]

96-26-4 + 1004-74-6 = 945-24-4
反应条件:1.1 Reagents: Barium Chloride Solvents: Water; 10 Min,Heated1.2 Reagents: Sodium Acetate Solvents: Water; 24 H,Rt
标题:Process For Preparation Of Tetrahydrofolic Acid Analogs
参考文献:China]

96-26-4 + 1004-74-6 = 945-24-4
反应条件:1.1 Reagents: Barium Chloride Solvents: Water1.2 Reagents: Sodium Acetate Catalysts: L-(+)-Cysteine Hydrochloride Solvents: Water
标题:Process For Making Dihydrofolate Reductase Inhibitor γ-Methylene-10-Deazaaminopterin
参考文献:World Intellectual Property Organization]

73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 5 Min,Rt; 30 Min,Rt
标题:Antifolate-Carrying Nanoparticles And Their Use In Medicine
参考文献:World Intellectual Property Organization]

96-26-4 + 1004-74-6 = 945-24-4 [标题:Reaction Conditions
标题:Optimization Of N-Alkylation In The Synthesis Of Methotrexate And Pteridine-Based Derivatives Under Microwave-Irradiation
作者:Quotadamo,Antonio; Linciano,Pasquale; Costi,Maria Paola; Venturelli,Alberto
参考文献:Chemistryselect 日期:2019 卷标:4(15) 页码:4429-4433]

73978-41-3 = 945-24-4
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Ph 7,21 °C
标题:Preparation Of Prodrugs Of Methotrexate And Derivatives Thereof Activated By Reactive Oxygen Species For Use In The Treatment Of Inflammatory Diseases And Cancer
参考文献:World Intellectual Property Organization]

96-26-4 + 1004-74-6 = 945-24-4 [标题:Reaction Conditions
标题:Carboxypeptidase-Mediated Release Of Methotrexate From Methotrexate α-Peptides
作者:Kuefner,Ulrike; Lohrmann,Ute; Montejano,Yolanda D.; Vitols,Karin S.; Huennekens,F. M.
参考文献:Biochemistry 日期:1989 卷标:28(5) 页码:2288-97]

96-26-4 + 1004-74-6 = 945-24-4 [标题:Reaction Conditions
标题:2,4-Diamino-6-(Hydroxymethyl)Pteridine Hydrobromide
参考文献:Romania

6-溴乙基-喋啶-2,4-二胺置于sodium Hydroxide,Sodium Tetrahydroborate,二甲基硫,Sodium Methylate,臭氧,三苯基膦体系中,用二氯甲烷,N,N-二甲基甲酰胺,异丙醇作为反应溶剂,化学反应 22.0H,反应生成 2,4-二氨基-6-羟甲基蝶啶
参考文献:Synthesis Of Tritiated N-[4-(2,4-Diaminopteridine-6-Methyl)-3,4-Dihydro-2H-1,4-Benzothiazine-7-Carbonyl]-L-Homo Glutamic Acid (Mx-68)
标题:Synthesis Of Tritiated N-[4-(2,4-Diaminopteridine-6-Methyl)-3,4-Dihydro-2H-1,4-Benzothiazine-7-Carbonyl]-L-Homo Glutamic Acid (Mx-68)
摘要:Synthesis Of Tritiated N-[4-(2,4-Diaminopteridine-6-Methyl)-3,4-Dihydro-2H-1,4-Benzothiazine-7-Carbonyl]-L-Homoglutamic Acid,[9-H-3(1)]Mx-68 (3),Is Described. [9-H-3(1)]Mx-68 (3) Was Prepared Via Tritiation At The Carbonyl Group In 2,4-Bis(Butanoylamino)-6-Formylpteridine (7) With Sodium Borotritiide.
DOI:10.1002/(Sici)1099-1344(199705)39:5<363::Aid-Jlcr982>3.0.Co;2-O