5,6,7,8-tetrahydro-6-(hydroxymethyl)pterin | 31969-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 5,6,7,8-tetrahydro-6-(hydroxymethyl)pterin
• 英文别名: (6R,S)-6-hydroxymethyl-5,6,7,8-tetrahydropterin；6-hydroxymethyl-5,6,7,8-tetrahydropterin；tetrahydro-6-hydroxymethylpterin；6-hydroxymethyl-5,6,7,8-tetrahydropterin dihydrochloride；6-hydroxymethyl-5,6,7,8-tetrahydrobopterin；6-(Hydroxymethyl)tetrahydropterin；2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-3H-pteridin-4-one
• CAS: 31969-10-5
• 化学式: C₇H₁₁N₅O₂
• 分子量: 197.197
• InChiKey: BOTGCSIOTOLSMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  112
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydro-6-(hydroxymethyl)pterin 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.5h， 生成 2-(4-nitrophenyl)ethyl 2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-6-(hydroxymethyl)-4-oxopteridine-5-carboxylate
  参考文献：
  名称：

  摘要：

  Various 6-substituted pteridines and 5,6,7,8-tetrahydropterins carrying photolabile functions at the side chain (see 7, 20-22, 34-36, 38, and 39) as well as at the 5-position (see 27-29) were synthesized from pterin and from 6-phenylpterin (1) and 6-(hydroxymethyl)pterin (10). Attachment of the photoaffinity labels via ester bonds required a special protecting-group strategy based upon acid-labile (see 30-33) and beta -eliminating blocking groups (see 17-19). The 6-(4-azidophenyl)pterin (7) was obtained from 6-phenylpterin (1) via intermediates 2 and 4-6, due to the low solubility of simple pterins in general. The pteridine derivatives 21 22, 25, 26, 28, 29, 32, 33, 35, 36, 38, and 39 were screened as inhibitors of neuronal (type I) NO synthase (see Table) from porcine cerebellum, of which 22, 35, 36, and 38 showed interesting inhibitory activity with similar potency and effectiveness.

  DOI：

  10.1002/1522-2675(20001004)83:10<2738::aid-hlca2738>3.0.co;2-a
• 作为产物：
  描述：

  6-羟基甲基蝶呤 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 氢气 、 苯磺酸 作用下， 以 甲醇 为溶剂， 70.0 ℃ 、8.0 MPa 条件下， 反应 15.0h， 生成 5,6,7,8-tetrahydro-6-(hydroxymethyl)pterin
  参考文献：
  名称：

  Process For The Preparation Of Optically Pure Tetrahydropterins And Derivatives, And Specifically Of Optically Pure Tetrahydrofolic Acid And Derivatives Thereof, By Stereospecific Hydrogenation

  摘要：

  通过在存在氢化催化剂的情况下，用氢气氢化葉酸和葉酸衍生物制备四氢生物葉酸和四氢生物葉酸衍生物的过程，其中氢化是在极性反应介质中进行的，并且可溶于反应介质的金属配合物被用作氢化催化剂。该过程适用于葉酸、葉酸盐、葉酸酯、葉酸酯盐或其二氢形式的氢化，特别是不对称氢化，但若使用葉酸、其羧酸盐或二氢形式，则反应介质为水，若使用葉酸酯、葉酸酯盐或其二氢形式，则反应介质为醇。该过程为得到无手性和手性葉酸衍生物提供了直接途径。

  公开号：

  US20080306263A1

文献信息

• [EN] NOVEL PHTHALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE PHTALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE
  申请人：NYCOMED GMBH

  公开号：WO2012171900A1

  公开（公告）日：2012-12-20

  The compounds of formula (1), in which R1, R7, R8, R9, R10, R17, R18, R19, R20 and m have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  式（1）中的化合物，其中R1、R7、R8、R9、R10、R17、R18、R19、R20和m的含义如描述中所述，是新颖的有效的4型和5型磷酸二酯酶抑制剂。
• NOVEL PHTHALAZINONE-PYRROLOPYRIMIDINECARBOXAMIDE DERIVATIVES
  申请人：Stengel Thomas

  公开号：US20140112945A1

  公开（公告）日：2014-04-24

  The compounds of formula (1) in which R1, R7, R8, R9, R10, R17, R18, R19, R20 and m have the meanings as given in the description, are novel effective inhibitors of type 4 and type 5 phosphodiesterase.

  式（1）中的化合物，其中R1、R7、R8、R9、R10、R17、R18、R19、R20和m的含义如描述中所述，是新颖的有效的磷酸二酯酶4型和5型抑制剂。
• [EN] 3,4,4A,10B-TETRAHYDRO-1H-THIOPYRANO-[4, 3-c] ISOQUINOLINE DERIVATIVES<br/>[FR] DÉRIVÉS DE 3,4,4A,10B-TÉTRAHYDRO-1H-THIOPYRANO-[4,3-C]ISOQUINOLINE
  申请人：NYCOMED GMBH

  公开号：WO2011073231A1

  公开（公告）日：2011-06-23

  The compounds of formula (1), in which A, R1, R2, R3 and R5 have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  公式（1）中的化合物，其中A、R1、R2、R3和R5的含义如描述中所述，是新颖的有效的4型和5型磷酸二酯酶抑制剂。
• [EN] NOVEL 3,4,4A,10B-TETRAHYDRO-1H-THIOPYRANO[4,3-C]ISOQUINOLINE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS DE 3,4,4A,10B-TÉTRAHYDRO-1H-THIOPYRANO[4,3-C]ISOQUINOLÉINE
  申请人：NYCOMED GMBH

  公开号：WO2012171903A1

  公开（公告）日：2012-12-20

  The compounds of formula (1), in which A, X, R1, R2, R3 and R7 have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  式（1）中，A、X、R1、R2、R3和R7的含义如描述中所述，这些化合物是新型有效的4型和5型磷酸二酯酶抑制剂。
• 3,4,4A,10B-TETRAHYDRO-1H-THIOPYRANO-[4,3-c] ISOQUINOLINE DERIVATIVES
  申请人：Flockerzi Dieter

  公开号：US20120289474A1

  公开（公告）日：2012-11-15

  The compounds of Formula (1), in which A, R1, R2, R3 and R5 have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  公式（1）中的化合物，其中A，R1，R2，R3和R5的含义如描述中所述，是一种新颖有效的4型和5型磷酸二酯酶抑制剂。