2-氨基-6,7-二甲基-4-羟基他啶水合物 | 611-55-2

• 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
• 中文名称: 2-氨基-6,7-二甲基-4-羟基他啶水合物
• 中文别名: 2-氨基-6,7-二甲基-4-羟基蝶啶
• 英文名称: 6,7-Dimethylpterin
• 英文别名: 2-amino-6,7-dimethyl-4(3H)-pteridinone；2-amino-6,7-dimethyl-3H-pteridin-4-one；2-Amino-6,7-dimethyl-3H-pteridin-4-on；2-amino-6,7-dimethyl-4-hydroxypteridine；2-amino-6,7-dimethylpteridin-4-ol；2-amino-6,7-dimethyl-3H-pteridin-4-one
• CAS: 611-55-2
• 化学式: C₈H₉N₅O
• mdl: MFCD02730134
• 分子量: 191.192
• InChiKey: ZKWZUPPXTCQQJL-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C(lit.)
• 沸点：
  339.1±25.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于酸性水溶液（轻微），碱水溶液（轻微，加热）
• 稳定性/保质期：
  性质与稳定性： 常温常压下，不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933990090

SDS

Name:	2-Amino-6 7-dimethyl-4-pteridinol 97% Material Safety Data Sheet
Synonym:
CAS:	611-55-2

Section 1 - Chemical Product MSDS Name:2-Amino-6 7-dimethyl-4-pteridinol 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
611-55-2	2-Amino-6,7-dimethyl-4-pteridinol	97%	210-270-3

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 611-55-2: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: > 300 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H9N5O
Molecular Weight: 191.19

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Not available.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 611-55-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Amino-6,7-dimethyl-4-pteridinol - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 611-55-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 611-55-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 611-55-2 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氨基-6,7-二甲基-4-羟基他啶水合物 在 盐酸 、 铂 作用下， 生成 6,7-dimethyl-5,6,7,8-tetrahydropterin
  参考文献：
  名称：

  A Proposed Structure for Folinic Acid-SF, a Growth Factor Derived from Pteroylglutamic Acid

  摘要：

  DOI：

  10.1021/ja01151a074
• 作为产物：
  描述：

  4-(benzylsulfanyl)-6,7-dimethyl-2-pteridinamine 在 二甲基二环氧乙烷 、 水 作用下， 以 丙酮 为溶剂， 反应 0.92h， 以90%的产率得到2-氨基-6,7-二甲基-4-羟基他啶水合物
  参考文献：
  名称：

  蝶啶和相关杂环化合物的原型固相合成。

  摘要：

  描述了包括蝶啶，嘌呤和脱氮嘌呤的双环多氮杂杂环的通用固相合成的开发。该策略包括将预先形成的嘧啶通过2或4位的硫醚连接至聚苯乙烯树脂，第二环的环化以及通过亲核取代将产物从树脂中直接或氧化裂解。这不仅提供了第二个环中取代基的变化，还提供了切割位点的变化。该方法范围的局限性是由嘧啶基2-或4-硫醚的固有反应性决定的，尽管它们在C5处容易硝化，却难以烷基化和酰化。

  DOI：

  10.1039/b300798g

文献信息

• Dealkylation of quaternary ammonium salts by thiolate anions: A model of the cobalamin-independent methionine synthase reaction.
  作者：Ellen Hilhorst、Tjoe B.R.A. Chen、Atef S. Iskander、Upendra K. Pandit

  DOI：10.1016/s0040-4020(01)85267-4

  日期：1994.1

  The reactions of thiolate ions derived from thiophenol and homocysteine with substituted quaternary ammonium salts result in alkyl transfer from nitrogen to sulfur. A radical mechanism for this transalkylation, accounts for the reactivity pattern of the substrate salts. In a model study of the cobalamin-independent methionine synthase reaction, 5,5,6,7-tetramethyl-5,6,7,8-tetrahydropteridinium salt

  衍生自硫酚和高半胱氨酸的硫醇根离子与取代的季铵盐的反应导致烷基从氮转移到硫。这种烷基转移的自由基机理解释了底物盐的反应模式。在不依赖钴胺素的蛋氨酸合酶反应的模型研究中，可以将5,5,6,7-四甲基-5,6,7,8-四氢opter啶鎓盐（25）视为天然辅酶5的模型。使CH 3 H 4-叶酸盐（1）与高半胱氨酸的硫醇盐反应，结果观察到蛋氨酸的形成具有良好的产率。这些结果表明，在酶促过程中，N（5）-CH 3 N（5）与亲电试剂或质子在活性位点的配位可激活甲基键的甲基键。
• Stability of 7,8-Dihydropterins in Air-Equilibrated Aqueous Solutions
  作者：M. Laura Dántola、Mariana Vignoni、Alberto L. Capparelli、Carolina Lorente、Andrés H. Thomas

  DOI：10.1002/hlca.200890046

  日期：2008.3

  6-Substituted 7,8-dihydropterins (=2-amino-7,8-dihydropteridin-4(1H)-ones) are heterocyclic compounds that occur in a wide range of living systems and participate in relevant biological functions. In air-equilibrated aqueous solutions, these compounds react with dissolved O2 (autooxidation). The rates of these reactions as well as the products formed strongly depend on the chemical structure of the

  6-取代的7,8-二氢蝶呤（= 2-氨基-7,8-二氢蝶呤-4（1 H）-ones）是杂环化合物，存在于多种生物系统中，并参与相关的生物学功能。在空气平衡的水溶液中，这些化合物与溶解的O 2反应（自氧化）。这些反应的速率以及形成的产物强烈取决于取代基的化学结构。带有电子供体基团作为取代基的7,8-二氢-6-甲基蝶呤和7,8-二氢-6,7-二甲基蝶呤是最活泼的衍生物，并经过蝶呤部分的氧化反应生成相应的氧化衍生物（6-甲基蝶呤和6,7-二甲基蝶呤）。7,8-二氢生物蝶呤，7,8-二氢蝶呤和7,8-二氢叶酸的氧化较慢，它们产生的主要产物为7,8-二氢黄蝶呤。7,8-二氢黄an呤，6-甲酰基-7,8-二氢蝶呤和Sepaapterin相当稳定，并且它们在空气平衡溶液中的消耗在几天之内可以忽略不计。这些化合物与O之间的反应的拟一级反应速率常数2在25℃和40被报道°。还讨论了所得结果的生物学含义。
• Identification of a Cyclic Nucleotide as a Cryptic Intermediate in Molybdenum Cofactor Biosynthesis
  作者：Bradley M. Hover、Anna Loksztejn、Anthony A. Ribeiro、Kenichi Yokoyama

  DOI：10.1021/ja401781t

  日期：2013.5.8

  (cPMP). In bacteria, MoaA and MoaC catalyze this transformation, although the specific functions of these enzymes were not fully understood. Here, we report the first isolation and structural characterization of a product of MoaA. This molecule was isolated under anaerobic conditions from a solution of MoaA incubated with GTP, S-adenosyl-L-methionine, and sodium dithionite in the absence of MoaC. Structural

  钼辅因子 (Moco) 是一种存在于所有生命王国中的氧化还原辅因子，其生物合成对于包括人类在内的许多生物的生存至关重要。Moco 生物合成的第一步是将鸟苷 5'-三磷酸 (GTP) 独特地转化为环状吡喃蝶呤单磷酸 (cPMP)。在细菌中，MoaA 和 MoaC 催化这种转化，尽管这些酶的具体功能尚不完全清楚。在这里，我们报告了 MoaA 产品的首次分离和结构表征。该分子是在厌氧条件下从 MoaA 溶液中分离出来的，该溶液与 GTP、S-腺苷-L-甲硫氨酸和连二亚硫酸钠一起在没有 MoaC 的情况下孵育。通过化学衍生化、MS 和 NMR 光谱的结构表征表明该分子的结构为 (8S)-3',8-cyclo-7，8-二氢鸟苷 5'-三磷酸 (3',8-cH2GTP)。分离的 3',8-cH2GTP 被 MoaC 或其人类同源物 MOCS1B 转化为 cPMP，具有高特异性（Km < 0.060 μM
• Pteridines, Part CXIII
  作者：Qizheng Yao、Wolfgang Pfleiderer

  DOI：10.1002/hlca.200390025

  日期：2003.1

  compounds can be alkylated under Mitsunobu conditions to form from N2-acylpterins (see 2 and 3) and their derivatives (see 5, 6, 8, 9, 11, 13, 15, and 17) selectively the O4-alkyl derivatives 22–31, whereas the electron-donating [(dimethylamino)methyleneamino function in 46–51 gives, in a selective reaction, the N(3)-substitution (52–61). N2,N2-Dimethylpterins and 18 and 19 and N2-methylpterins 20 and 21

  蝶呤的低溶解度可通过N 2-酰化或形成N 2 -[（（二甲基氨基）亚甲基]衍生物而大大改善。这两种类型的化合物可以下被烷基化的Mitsunobu条件从到形式Ñ 2 -acylpterins（参照2和3）和它们的衍生物（参见图5，6，8，9，11，13，15，和17）选择性地将Ò 4 -烷基衍生物22 – 31，而给电子体[[（二甲基氨基）亚甲基氨基]在46 – 51在选择性反应中给出N（3）取代（52 – 61）。Ñ 2，Ñ 2个-Dimethylpterins和18个19和Ñ 2 -methylpterins 20和21直接烷基化还向Ò 4位上（32 - 35，38和39）。脱酰可以在非常温和的条件下通过溶剂解用MeOH（实现22 40，26 41），和所述的位移Ò 4- [2-（4-硝基苯基）乙基]基团在室温下，以相应的蝶啶-2,4-二胺氨前进42 - 45。N 2 -[（（二甲基氨基）亚甲基]基团的裂解可很好地与氨（62
• A traceless solid-phase synthesis of pteridines
  作者：Colin L. Gibson、Salvatore La Rosa、Colin J. Suckling

  DOI：10.1016/s0040-4039(02)02782-x

  日期：2003.2

  The linking of pyrimidines to polystyrene supports via either a 2- or 4-thioether provides access to pteridines through solid-phase synthesis. Oxidative cleavage (dimethyldioxirane) followed by nucleophilic substitution by amines, azide, or water completes a traceless synthesis of pteridines.

  嘧啶通过2-或4-硫醚与聚苯乙烯载体的连接提供了通过固相合成获得蝶啶的途径。氧化裂解（二甲基二环氧乙烷），然后用胺，叠氮化物或水进行亲核取代，即可完成蝶啶的无痕合成。

表征谱图