ethyl 2-endo-aminobicyclo<2.2.1>heptane-1-endo-carboxylate hydrochloride | 95630-76-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-endo-aminobicyclo<2.2.1>heptane-1-endo-carboxylate hydrochloride
• 英文别名: ethyl endo-3-aminobicyclo<2.2.1>heptane-2-endo-carboxylate hydrochloride；ethyl endo-3-aminobicyclo<2.2.1>heptane-endo-2-carboxylate hydrochloride；ethyl diendo-3-aminobicyclo[2.2.1]heptane-2-carboxylate hydrochloride；(rac-di-endo)-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester hydrochloride；ethyl 2-endo-aminobicyclo[2.2.1]heptane-1-endo-carboxylate hydrochloride；diendo-3-Amino-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester hydrochloride；ethyl (1S,2S,3R,4R)-3-aminobicyclo[2.2.1]heptane-2-carboxylate;hydrochloride
• CAS: 95630-76-5
• 化学式: C₁₀H₁₇NO₂*ClH
• 分子量: 219.711
• InChiKey: GUZMBZLNPJWBTA-NPPHLGRCSA-N

物化性质

• 熔点：
  187-188 °C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25

SDS

Name:	Ethyl 3-endo-aminobicyclo [2 2 1] heptane-2-endo-carboxylate Material Safety Data Sheet
Synonym:	None listed
CAS:	95630-76-5

Section 1 - Chemical Product MSDS Name:Ethyl 3-endo-aminobicyclo [2 2 1] heptane-2-endo-carboxylate Material Safety Data Sheet
Synonym:None listed

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
95630-76-5	Ethyl 3-endo-aminobicyclo[2,2,1]heptan	98	unlisted

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
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. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

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:

---

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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions.
Provide ventilation.

---

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

---

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# 95630-76-5: 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 prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: white to light brown - grey
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 187 - 188 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Soluble.
Specific Gravity/Density: Not available.
Molecular Formula: C10H17NO2.HCl
Molecular Weight: 219.71

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 95630-76-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl 3-endo-aminobicyclo[2,2,1]heptane-2-endo-carboxylate hydrochloride - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

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# 95630-76-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 95630-76-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 95630-76-5 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：

  ethyl 2-endo-aminobicyclo<2.2.1>heptane-1-endo-carboxylate hydrochloride 在 氨 、 碳酸氢钠 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 3.0h， 生成 diendo 5,8-methano-2-thioxo-1,4,4a,5,6,7,8,8a-octahydroquinazolin-4-one
  参考文献：
  名称：

  Synthesis and Structure of Norbornane/ene-fused Thiouracils and Thiazino[3,2-a]pyrimidinones

  摘要：

  Ethyl diexo-3-aminobicyclo [2.2.1]heptane- and -hept-5-ene-2-carboxylates (la,b) and the diendo derivatives were transformed with thiophosgene to the isothiocyanates (2a,b and 3a,b) and then cyclized to the norbornane/enecondensed 2-thioxopyrimidin-4-ones (4a,b and 5a,b). On heating, the norbornene compounds (4b and 5b) furnished thiouracil (6) via cyclopentadiene elimination. With dimethyl acetylenedicarboxylate, the thioxopyrimidinones (4a,b) and (5a,b) form angularly-fused [1,3]thiazino[3,2-a]pyrimidinones (7a,b and 8a,b). On heating, 7b decomposes to give 3-methyl-2,3-dihydro-2-thioxo-4(1H)-pyrimidinone (9) in a retro Diels-Alder process by methyl migration and splitting-off of cyclopentadiene. The structures were elucidated by IR and NMR spectroscopies, with DNOE, DEFT and 2D-HSC techniques.

  DOI：

  10.3987/com-99-8560
• 作为产物：
  描述：

  ethyl (1SR,2RS,3SR,4RS)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylate hydrochloride 在 platinum on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以95%的产率得到ethyl 2-endo-aminobicyclo<2.2.1>heptane-1-endo-carboxylate hydrochloride
  参考文献：
  名称：

  Stajer, Geza; Szabo, Angela E.; Fueloep, Ferenc, Chemische Berichte, 1987, vol. 120, p. 259 - 264

  摘要：

  DOI：

文献信息

• Stereochemical studies 87saturated heterdcycles 82
  作者：Ferenc Fülöp、Géza Stájer、Gábor Bernáth、Pál Sohár

  DOI：10.1016/s0040-4020(01)96760-2

  日期：1985.1

  diexo-2-Methylamino and 2-benzylamino-3-hydroxymethylbicyclo [2.2.1]heptanes and the corresponding bicycio [2.2.1] heptenes (5a -d, 7a -d) were synthesized from β-amino acid esters containing the norbornane or norbornene skeleton (3a-d). The aminoalcohols were converted to 5,8- methano -3,1-benzoxazines by reaction with formaldehyde. As established by 1H and 13C NMR spectroscopy, the predominant conformation

  由包含降冰片烷或降冰片烯骨架（3a-d）。通过与甲醛反应将氨基醇转化为5,8-甲醇-3,1-苯并恶嗪。如1 H和13 C NMR光谱所确定的，主要构象是二叉基的内-船形（B），二叉基衍生物的是外-船形（E）。
• Preparation of uracil by cycloreversion. Structure of cycloalkane/ene- and norbornane/ene-fused dihydrouracils
  作者：Samuel Frimpong-Manso、Katalin Nagy、Géza Stájer、Gábor Bernáth、Pál Sohár

  DOI：10.1002/jhet.5570290140

  日期：1992.1

  formed from trans-4-cyclohexene-1-carboxylate, furnished the cis-fused 5,6-dihydropyrimidine-2,4(1H,3H)-dione. On heating, the norbornene-diexo-fused dihydrouracil 16 yielded 2,4-pyrimidinedione through the splitting-off of cyclopentadiene. The structures of the compounds were proved by 1H and 13C nmr spectroscopy.

  2-氨基-1-环烷烃，环烯烃，降冰片烷和降冰片烯羧酸酯1–9与氰酸钾的反应生成脲酯，然后将其酯化成环烷烃，环烯，降冰片烷和降冰片烯稠合的5,6-。二氢尿嘧啶10-17。在环化中，由反式-4-环己烯-1-羧酸酯形成的脲酯提供了顺式稠合的5,6-二氢嘧啶-2,4（1 H，3 H）-二酮。加热时，降冰片烯-二烯基稠合的二氢尿嘧啶16通过环戊二烯的分解产生2，4-嘧啶二酮。化合物的结构由1 H和13证明C nmr光谱。
• [EN] CYCLIC AMINO ACID DERIVATIVES AS CELL ADHESION INHIBITORS<br/>[FR] DERIVES D'ACIDE AMINE CYCLIQUES UTILISES COMME INHIBITEURS DE L'ADHESION CELLULAIRE
  申请人：MERCK & CO., INC.

  公开号：WO1999026615A1

  公开（公告）日：1999-06-03

  (EN) Cyclic amino acid derivatives of Formula (I) are antagonists of VLA-4 and/or $g(a)4$g(b)7, and as such are useful in the inhibition or prevention of cell adhesion and cell-adhesion mediated pathologies. These compounds may be formulated into pharmaceutical compositions and are suitable for use in the treatment of asthma, allergies, inflammation, multiple sclerosis, and other inflammatory and autoimmune disorders.(FR) L'invention porte sur des dérivés d'acide aminé cycliques de la formule (I) qui sont des antagonistes de VLA-4 et/ou $g(a)4$g(b)7, et qui sont utiles pour inhiber ou prévenir l'adhésion cellulaire et des pathologies induites par l'adhésion cellulaire. Ces composés peuvent être formulés dans des compositions pharmaceutiques et sont appropriés pour être utilisés dans le traitement de l'asthme, des allergies, des inflammations, de la sclérose en plaques et autres maladies inflammatoires et autoimmunes.

  (I)式的环状氨基酸衍生物是VLA-4和/或$g(a)4$g(b)7的拮抗剂，因此在抑制或预防细胞黏附和细胞黏附介导的病理方面非常有用。这些化合物可以制成药物组合物，并适用于治疗哮喘、过敏、炎症、多发性硬化症和其他炎症和自身免疫性疾病。
• Bernath, G., Bulletin des Societes Chimiques Belges, 1994, vol. 103, # 9-10, p. 509 - 530
  作者：Bernath, G.

  DOI：——

  日期：——
• WO2008/124450
  申请人：——

  公开号：——

  公开（公告）日：——