(+)-lobeline hydrochloride | 63990-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-lobeline hydrochloride
• 英文别名: 2-[(2S,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
• CAS: 63990-84-1
• 化学式: C₂₂H₂₇NO₂*ClH
• 分子量: 373.923
• InChiKey: MKMYPTLXLWOUSO-SXWPHCFWSA-N

物化性质

• 熔点：
  178-180 °C
• 颜色/状态：
  ROSETTES OF SLENDER NEEDLES FROM ALC
• 溶解度：
  1 G DISSOLVES IN 40 ML WATER, 12 ML ALC; VERY SOL IN CHLOROFORM
• 旋光度：
  SPECIFIC OPTICAL ROTATION: -43 DEG @ 20 °C/D (2%)

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

ADMET

毒理性

• 人类毒性摘录

人类已经通过口服耐受8毫克的剂量，但有些人报告出现恶心和上腹痛。与尼古丁一样，中枢神经刺激之后会出现严重的抑郁，有时甚至会因呼吸麻痹而导致死亡。/LOBELINE（及其盐类）/

HUMANS HAVE TOLERATED 8 MG BY MOUTH BUT SOME REPORTED NAUSEA & EPIGASTRIC PAIN. AS WITH NICOTINE, CENTRAL NERVOUS STIMULATION IS FOLLOWED BY SEVERE DEPRESSION & SOMETIMES DEATH IN RESPIRATORY PARALYSIS. /LOBELINE (& SALTS)/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

皮下剂量10毫克/千克常规导致狗呕吐，并且在12毫克/千克时，一些动物经历了兴奋和抽搐。/洛贝林（及其盐类）/

SUBCUTANEOUS DOSES OF 10 MG/KG REGULARLY PRODUCED VOMITING IN DOGS & AT 12 MG/KG SOME ANIMALS EXPERIENCED EXCITEMENT & CONVULSIONS. /LOBELINE (& SALTS)/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

紫罗兰含有几种密切相关的生物碱，其中最重要的是山梗菜碱，它的作用类似于尼古丁和毒芹碱，首先刺激然后使自主神经节瘫痪。/紫罗兰/

THE LOBELIAS CONTAIN SEVERAL CLOSELY RELATED ALKALOIDS, THE MOST IMPORTANT BEING LOBELINE, WHICH RESEMBLES NICOTINE & CONIINE IN ITS ACTION, CAUSING FIRST STIMULATION THEN PARALYSIS OF THE AUTONOMIC GANGLIA. /LOBELIAS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

Lobelia berlandier 在墨西哥有毒性记录。在以0.5%体重的剂量对绵羊进行实验性喂食后，它引起了瞳孔散大、行动迟缓、食欲不振和腹泻，随后出现口腔溃疡、流涎和死亡。/Lobeline berlandier/

Lobelia berlandier has poisoned stock in Mexico. Fed experimentally to a sheep at a level of 0.5% body weight, it caused mydriasis, sluggishness, inappetence and diarrhea, followed by ulceration of the mouth, salivation, and death. /Lobeline berlandier/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2933399090

SDS

Name:	Lobeline Hydrochloride 97% Material Safety Data Sheet
Synonym:	2-(6-(Beta-Hydroxyphenethyl)-1-Methyl-2-Piperidyl)Acetophenone Hydrochloride
CAS:	63990-84-1

Section 1 - Chemical Product MSDS Name:Lobeline Hydrochloride 97% Material Safety Data Sheet
Synonym:2-(6-(Beta-Hydroxyphenethyl)-1-Methyl-2-Piperidyl)Acetophenone Hydrochloride

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
63990-84-1	Lobeline Hydrochloride	97	unlisted

Hazard Symbols: T
Risk Phrases: 23/25

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation and if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. May cause cardiac disturbances. The toxicological properties of this substance have not been fully investigated. May cause central nervous system depression.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May cause cardiac abnormalities. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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 process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 63990-84-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
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: 183.00 - 185.00 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: C22H27NO2.HCl
Molecular Weight: 373.92

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 63990-84-1: AM9150000 LD50/LC50:
Not available.
Carcinogenicity:
Lobeline Hydrochloride - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/25 Toxic by inhalation and if swallowed.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 63990-84-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 63990-84-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 63990-84-1 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

• 作为产物：
  描述：

  2,2′-((2,6)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) hydrochloride 在 chromium(VI) oxide 、 盐酸 、 sodium tetrahydroborate 、 硫酸 、 sodium sulfate 作用下， 以 甲醇 、 氘代氯仿 、 丙酮 为溶剂， 反应 49.0h， 生成 (+)-lobeline hydrochloride
  参考文献：
  名称：

  Enantioselective Synthesis of Lobeline via Nonenzymatic Desymmetrization

  摘要：

  Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.

  DOI：

  10.1021/ol071064i

文献信息

• Enantioselective Synthesis of Lobeline via Nonenzymatic Desymmetrization
  作者：Vladimir B. Birman、Hui Jiang、Ximin Li

  DOI：10.1021/ol071064i

  日期：2007.8.1

  Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.