3,5-二甲基吡咯-2-羧酸 | 4513-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 3,5-二甲基吡咯-2-羧酸
• 中文别名: 3,5-二甲基-2-吡咯羧酸；RARECHEM AL BE 1013；TIMTEC-BB SBB005435；BUTTPARK 36\18-24；3,5-DIMETHYL-1H-PYRROLE-2-CARBOXYLIC ACID；3,5-DIMETHYLPYRROLE-2-CARBOXYLIC ACID
• 英文名称: 3,5-dimethylpyrrole-2-carboxylic acid
• 英文别名: 3,5-dimethyl-2-pyrrolecarboxylic acid；3,5-dimethyl-1H-pyrrole-2-carboxylic acid；3,5-Dimethyl-pyrrol-2-carbonsaeure；2,4-Dimethyl-pyrrol-carbonsaeure-(5)；3,5-Dimethyl-2-carboxypyrrol；3,5-dimethylpyrrole-2-carboyxlic acid
• CAS: 4513-93-3
• 化学式: C₇H₉NO₂
• mdl: MFCD02681967
• 分子量: 139.154
• InChiKey: XQGVQRPSTODODM-UHFFFAOYSA-N

物化性质

• 熔点：
  124-126°C
• 沸点：
  318.4±37.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 海关编码：
  2933990090
• 危险性防范说明：
  P233,P260,P261,P264,P271,P280,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Name:	3 5-Dimethyl-1H-pyrrole-2-carboxylic acid 97% Material Safety Data Sheet
Synonym:
CAS:	4513-93-3

Section 1 - Chemical Product MSDS Name:3 5-Dimethyl-1H-pyrrole-2-carboxylic acid 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4513-93-3	3,5-Dimethyl-1H-pyrrole-2-carboxylic a	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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

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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.
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 water spray, dry chemical, carbon dioxide, or chemical foam.

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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:
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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4513-93-3: 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: beige
Odor: odorless - slight odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 124.5 - 125.7 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: C7H9NO2
Molecular Weight: 139.15

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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, bases.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4513-93-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,5-Dimethyl-1H-pyrrole-2-carboxylic acid - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 4513-93-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4513-93-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4513-93-3 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：

  3,5-二甲基吡咯-2-羧酸 在 1-chloromethyl-1,4-diazoniabicyclo<2.2.2>octane bis (tetrafluoroborate) 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以34%的产率得到2-fluoro-3,5-dimethyl-1H-pyrrole
  参考文献：
  名称：

  Fluoro-decarboxylation of pyrrolecarboxylic acids by F–TEDA–BF₄– a convenient general synthesis of fluoropyrroles

  摘要：

  一系列β-吡咯羧酸的反应，其中环被吸电子或给电子基团高度取代，与1-氯甲基-4-氟-1,4-二氮杂双环[2.2.2]辛烷双（四氟硼酸盐）（F-TEDA-BF4）反应，以32-47%的产率得到相应的β-氟吡咯；2-氟卟啉原（F-PBG）可用作酶卟啉原（PBG）脱氨酶的抑制剂，已经通过这种方法合成。

  DOI：

  10.1039/c39950002399
• 作为产物：
  描述：

  3,5-二甲基-1H-吡咯-2-甲酸苄酯 在 palladium on activated charcoal 氢气 作用下， 以98%的产率得到3,5-二甲基吡咯-2-羧酸
  参考文献：
  名称：

  Total synthesis of corallistin A

  摘要：

  Corallistin A, a free porphyrin isolated from a demosponge of the Coral Sea has been synthesized as its dimethyl ester by application of Johnson's a,c-biladiene route, thus providing a definite proof of the structure that has been proposed for the natural pigment.

  DOI：

  10.1016/s0040-4039(00)92135-x

文献信息

• Anti-ulcer pyridyloxy derivatives, their preparation and uses
  申请人：Sankyo Company, Limited

  公开号：US05616579A1

  公开（公告）日：1997-04-01

  Compounds of formula (I): ##STR1## [wherein: R.sup.1 is a cyclic amino group, or a dialkylamino group; R.sup.2 a group of formula --NHCHR.sup.3 R.sup.4 wherein R.sup.3 and R.sup.4 are each alkyl aryl or aralkyl, or together form a cycloalkyl group, or R.sup.2 is an aromatic heterocyclic group, or a group of formula --B--S(O).sub.m --R.sup.5 wherein R.sup.5 is a substituted alkyl group, or an aromatic heterocyclic group; B is an alkylene or alkylidene group; m is 0, 1 or 2; A is a group of formula --CH.dbd.CH-- or --(CH.sub.2).sub.n --, where n is 1, 2 or 3]; and salts thereof have valuable anti-ulcer activity.

  式(I)的化合物：##STR1## [其中：R.sup.1是环氨基或二烷基氨基；R.sup.2是式--NHCHR.sup.3 R.sup.4的基团，其中R.sup.3和R.sup.4分别是烷基芳基或芳基烷基，或者一起形成环烷基基团，或者R.sup.2是芳香杂环基团，或者是式--B--S(O).sub.m --R.sup.5的基团，其中R.sup.5是取代烷基基团或芳香杂环基团；B是烷基或烷基亚基团；m为0、1或2；A是式--CH.dbd.CH--或--(CH.sub.2).sub.n --的基团，其中n为1、2或3]；及其盐具有有价值的抗溃疡活性。
• [EN] BENZYLAMINE DERIVATIVES AS INHIBITORS OF PLASMA KALLIKREIN<br/>[FR] DÉRIVÉS DE BENZYLAMINE EN TANT QU'INHIBITEURS DE KALLIKRÉINE DU PLASMA
  申请人：KALVISTA PHARMACEUTICALS LTD

  公开号：WO2013005045A1

  公开（公告）日：2013-01-10

  The present invention provides compounds of formula (I): compositions comprising such compounds; the use of such compounds in therapy (for example in the treatment or prevention of a disease or condition in which plasma kallikrein activity is implicated); and methods of treating patients with such compounds; wherein R1 to R9 are as defined herein.

  本发明提供了如下式（I）的化合物：包含这些化合物的组合物；在治疗中使用这些化合物（例如在涉及血浆激肽酶活性的疾病或症状的治疗或预防中）；以及使用这些化合物治疗患者的方法；其中R1至R9如本文中所定义。
• Novel compounds
  申请人：——

  公开号：US20030162772A1

  公开（公告）日：2003-08-28

  The invention provides compounds of general formula (I) wherein m, n, Q, Z 1 , Z 2 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  该发明提供了一般式（I）的化合物，其中m、n、Q、Z1、Z2、R1、R2、R3、R4、R5、R6、R7和R8如规范中定义，以及它们的制备方法、含有它们的药物组合物以及它们在治疗中的用途。
• [EN] AMINOPYRIDINE DERIVATIVES<br/>[FR] DÉRIVÉS D'AMINOPYRIDINE
  申请人：VANTIA LTD

  公开号：WO2009133348A1

  公开（公告）日：2009-11-05

  The present invention provides compounds of formula (I): compositions comprising such compounds; the use of such compounds in therapy (such as asthma or COPD); and methods of treating patients with such compounds; wherein R1 - R11 are as defined herein.

  本发明提供了式（I）的化合物：包含这些化合物的组合物；在治疗中使用这些化合物（例如哮喘或COPD）；以及使用这些化合物治疗患者的方法；其中R1 - R11如本文所定义。
• Production of anticancer polyenes through precursor-directed biosynthesis
  作者：Benjamin R. Clark、Stephen O'Connor、Deirdre Fox、Jacques Leroy、Cormac D. Murphy

  DOI：10.1039/c1ob05667k

  日期：——

  The biosynthesis of the pyrrolyl moiety of the fungal metabolite rumbrin originates from pyrrole-2-carboxylic acid. In an effort to produce novel derivatives with enhanced biological activity a series of substituted pyrrole-2-carboxylates were synthesised and incubated with the producing organism, Auxarthron umbrinum. Several 4-halo-pyrrole-2-carboxylic acids were incorporated into the metabolite yielding three new derivatives: 3-fluoro-, 3-chloro- and 3-bromo-isorumbrin, which were generated in milligram quantities enabling cytotoxicity assays to be conducted. The 3-chloro- and 3-bromo-isorumbrins had improved activity against HeLa cells compared with rumbrin; 3-bromoisorumbrin also showed dramatically improved activity towards a lung cancer cell line (A549).

  真菌代谢物rumbrin的吡咯基部分的生物合成起源于吡咯-2-羧酸。为了生产具有增强生物活性的新品系，合成了一系列取代的吡咯-2-羧酸酯，并与生产宿主Auxarthron umbrinum进行培养。将几种4-卤吡咯-2-羧酸纳入代谢物中，得到了三个新衍生物：3-氟-、3-氯-和3-溴-异rumbrin，生成量在毫克范围，使细胞毒性实验得以进行。与rumbrin相比，3-氯-和3-溴-异rumbrin在HeLa细胞上显示出更好的活性；3-溴-异rumbrin对肺癌细胞系（A549）也显示出显著改善的活性。