4-(4-甲氧基苯基)-4,5,6,7-四氢噻吩[3,2-C]吡啶 | 213462-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 中文名称: 4-(4-甲氧基苯基)-4,5,6,7-四氢噻吩[3,2-C]吡啶
• 英文名称: 4-(4-methoxyphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• 英文别名: 4-(4-methoxy-phenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine；4-<4-Methoxy-phenyl>-4.5.6.7-tetrahydro-thieno<3,2-c>pyridin
• CAS: 213462-19-2
• 化学式: C₁₄H₁₅NOS
• 分子量: 245.345
• InChiKey: YZMKEDMYYJQGRD-UHFFFAOYSA-N

物化性质

• 熔点：
  69 °C
• 沸点：
  383.4±42.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  49.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2934999090

SDS

Name:	4-(4-Methoxyphenyl)-4 5 6 7-tetrahydrothieno[3 2-c]pyridine tech Material Safety Data Sheet
Synonym:
CAS:	213462-19-2

Section 1 - Chemical Product MSDS Name:4-(4-Methoxyphenyl)-4 5 6 7-tetrahydrothieno[3 2-c]pyridine tech Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
213462-19-2	4-(4-Methoxyphenyl)-4,5,6,7-tetrahydro		unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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

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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 foam, dry chemical, or carbon dioxide.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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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# 213462-19-2: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 67 - 69 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: C14H15NOS
Molecular Weight: 245

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, halogenated agents, halogens.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of nitrogen, carbon dioxide, ammonia.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 213462-19-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-(4-Methoxyphenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: AMINES, SOLID, CORROSIVE, N.O.S.*
Hazard Class: 8
UN Number: 3259
Packing Group: III
IMO
Shipping Name: AMINES, SOLID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 3259
Packing Group: III
RID/ADR
Shipping Name: AMINES, SOLID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 3259
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 37/39 Wear suitable gloves and eye/face
protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 213462-19-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 213462-19-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 213462-19-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-羟甲基苯甲酸 、 4-(4-甲氧基苯基)-4,5,6,7-四氢噻吩[3,2-C]吡啶 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 [4-(hydroxymethyl)phenyl]-[4-(4-methoxyphenyl)-6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl]methanone
  参考文献：
  名称：

  葡萄糖-6-磷酸酶催化酶抑制剂：新型4,5,6,7-四氢噻吩并[3,2-c]-和-[2,3-c]吡啶的合成及体外评估。

  摘要：

  描述了发现第一类有效的葡萄糖-6-磷酸酶催化位点抑制剂，即取代的4,5,6,7-四氢噻吩并[3,2-c]-和-[2,3-c]吡啶。该系列的优化涉及溶液相组合合成，并且制备的强效化合物的IC50值低至140 nM。这些化合物的结构活性关系（SAR）表明：四氢噻吩并[3,2-c]吡啶核环系统和异构体[2,3-c]系统是等位的，并且比相应的苯并类似物好得多，1 2,3,4-四氢异喹啉。四氢噻吩并[3，2-c]吡啶环的4-取代基必须是苯基，任选被亲脂性4-取代基如三氟甲氧基或氯取代。四氢噻吩并[3，2-c]吡啶环的5-取代基必须是取代的苯甲酰基；异戊基和（E）-3-呋喃-3-基丙烯酰基是所研究的最佳基团。似乎禁止在苯甲酰基邻位取代，而仅当存在甲氧基对位取代基时才容许在间位取代。这些SAR结果与在4,5,6,7-四氢噻吩并[2,3-c]吡啶系统中获得的结果相似。在酶识别中观察到对映选择性，并且该活性仅在一种对映异构体中存在于所有情况下。

  DOI：

  10.1016/s0968-0896(00)00153-x
• 作为产物：
  描述：

  噻吩乙胺 、 4-甲氧基苯甲醛 在 三乙胺 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 生成 4-(4-甲氧基苯基)-4,5,6,7-四氢噻吩[3,2-C]吡啶
  参考文献：
  名称：

  Discovery of BAY-298 and BAY-899: Tetrahydro-1,6-naphthyridine-Based, Potent, and Selective Antagonists of the Luteinizing Hormone Receptor Which Reduce Sex Hormone Levels in Vivo

  摘要：

  The human luteinizing hormone receptor (hLH-R) is a member of the glycoprotein hormone family of G-protein-coupled receptors (GPCRs), activated by luteinizing hormone (hLH) and essentially involved in the regulation of sex hormone production. Thus, hLH-R represents a valid target for the treatment of sex hormone-dependent cancers and diseases (polycystic ovary syndrome, uterine fibroids, endometriosis) as well as contraception. Screening of the Bayer compound library led to the discovery of tetrahydrothienopyridine derivatives as novel, small-molecule (SMOL) hLH-R inhibitors and to the development of BAY-298, the first nanomolar hLH-R antagonist reducing sex hormone levels in vivo. Further optimization of physicochemical, pharmacokinetic, and safety parameters led to the identification of BAY-899 with an improved in vitro profile and proven efficacy in vivo. BAY-298 and BAY-899 serve as valuable tool compounds to study hLH-R signaling in vitro and to interfere with the production of sex hormones in vivo.

  DOI：

  10.1021/acs.jmedchem.9b01382

文献信息

• [EN] 4,5,6,7-TETRAHYDRO-THIENO[3,2-c]PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE<br/>[FR] DERIVES DE 4,5,6,7-TETRAHYDRO-THIENO[3,2-c]PYRIDINE, LEUR PREPARATION ET LEUR UTILISATION
  申请人：NOVO NORDISK A/S

  公开号：WO1998040385A1

  公开（公告）日：1998-09-17

  (EN) 4,5,6,7-tetrahydro-thieno[3,2-c]pyridine derivative modulate the activity of molecules with glucose-6-phosphate recognition units, including glucose-6-phosphatases (G-6-Pases) in $i(in vitro ) systems, microorganisms, eukaryotic cells, whole animals and human beings, and are useful in the treatment of diseases related to glucose metabolic pathways.(FR) Les dérivés de 4,5,6,7-tétrahydro-thiéno[3,2-c]pyridine modulent l'activité de molécules à l'aide d'unités de reconnaissance glucose-6-phosphate, notamment des glucose-6-phosphatases dans des systèmes $i(in vitro), des micro-organismes, des cellules eucaryotes, des animaux entiers et des humains, et sont utiles dans le traitement de maladies associées aux voies métaboliques du glucose.

  (EN) 4,5,6,7-四氢-3,2-c-位吡咯四氢并噻吩的衍生物调节了含有葡萄糖六磷酸识别单元的分子活性，包括体外实验( $i(in vitro ) $)、微生物、真核细胞、完整动物和人类，对治疗与葡萄糖代谢途径相关的疾病有 usefulness。 (FR) Les dérivés de 4,5,6,7-四氢-3,2-c-位吡咯四氢并噻吩 modulent l'activité de molécules au moyen d'unités de reconnaissance de glucose six-phosphaté, notamment de glucose six-phosphatases dans des $systèmes (i( in vitro )), des micro-organismes, des cellules eucaryotes, des animaux entiers et des humains, et sont utiles dans le traitement des maladies liées aux voies métaboliques du glucose.
• 4,5,6,7-TETRAHYDRO-THIENO 3,2-c]PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE
  申请人：NOVO NORDISK A/S

  公开号：EP0973778A1

  公开（公告）日：2000-01-26
• US6177443B1
  申请人：——

  公开号：US6177443B1

  公开（公告）日：2001-01-23