H-Orn(Z)-OtBu 盐酸盐 | 161234-80-6

• 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
• 中文名称: H-Orn(Z)-OtBu 盐酸盐
• 中文别名: N5-[(苯基甲氧基)羰基]-L-鸟氨酸1,1-二甲基乙基酯单盐酸盐；DL-脯氨酸甲酯盐酸盐；N'-CBZ-L-鸟氨酸叔丁酯盐酸盐；H-Orn(Z)-OtBu盐酸盐；N-Delta-苄氧羰基-L-鸟氨酸叔丁酯盐酸盐
• 英文名称: H-Orn(Cbz)-OtBu hydrochloride
• 英文别名: N⁵-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-dimethylethyl ester hydrochloride；N-δ-carbobenzoxy-L-ornithine-tert-butylester hydrochloride；tert-butyl (2S)-2-amino-5-[[(benzyloxy)carbonyl]amino]pentanoate hydrochloride；L-H-Orn(Z)-OtBu hydrochloride；H-L-orn(Z)-O-t-Bu*HCl；(S)-tert-Butyl 2-amino-5-(((benzyloxy)carbonyl)amino)pentanoate hydrochloride；tert-butyl (2S)-2-amino-5-(phenylmethoxycarbonylamino)pentanoate;hydrochloride
• CAS: 161234-80-6
• 化学式: C₁₇H₂₆N₂O₄*ClH
• 分子量: 358.865
• InChiKey: BJKHOAVMQNAYLC-UQKRIMTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  90.6
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: H-Orn(Z)-OtBu HCl
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: H-Orn(Z)-OtBu HCl
CAS number: 161234-80-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C17H26N2O4.ClH
Molecular weight: 358.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  H-Orn(Z)-OtBu 盐酸盐 在 palladium 10% on activated carbon 、 氢气 、 碳酸氢钠 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 19.0h， 生成 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate
  参考文献：
  名称：

  Cell permeable inhibitors of anaphase promoting complex

  摘要：

  该披露提供了用于治疗细胞周期紊乱的组合物和方法。该披露的组合物包括proTAME，即TAME的前药类似物和apcin，二者的组合通过协同机制抑制了分裂后期促进复合物（APC）的活性或功能。

  公开号：

  US09572788B2

文献信息

• [EN] INDOLE- 3 -GLYOXYLAMIDE DERIVATIVES FOR USE AS CALCIUM ION CHANNEL MODULATORS<br/>[FR] DÉRIVÉS D'INDOLE-3-GLYOXYLAMIDE DESTINÉS À ÊTRE UTILISÉS COMME MODULATEURS DES CANAUX CALCIQUES
  申请人：LECTUS THERAPEUTICS LTD

  公开号：WO2009133387A1

  公开（公告）日：2009-11-05

  Compounds of formula (I) are of use in treating a range of conditions, including pain.

  化合物的化学式（I）可用于治疗一系列疾病，包括疼痛。
• [EN] CALCIUM ION CHANNEL MODULATORS & USES THEREOF<br/>[FR] MODULATEURS DES CANAUX IONIQUES CALCIQUES ET LEURS UTILISATIONS
  申请人：LECTUS THERAPEUTICS LTD

  公开号：WO2010035032A1

  公开（公告）日：2010-04-01

  Compounds of formula (I), wherein R1 is hydrogen, hydroxyl or aralkyl; R2 is an optionally substituted alkyl, aryl or heteroaryl (said substituents are selected from hydroxyl, alkoxyl, haloalkoxyl, aryl, heteroaryl, cycloalkyl, amino, monoalkylamino, dialkylamino, alkylsulphonyl, alkylsulphinyl, alkylsulphonylamino, acylamino, saturated or partially unsaturated heterocyclic groups and groups of formula COY); W is selected from oxygen, sulphur, groups of formula NR7, wherein R7 is hydrogen, alkyl, aryl or heteroaryl and groups of formula CR8R9, wherein R8 and R9 are hydrogen, alkyl, aryl or heteroaryl; and X is selected from nitrogen and groups of formula CR10, wherein R10 is hydrogen, alkyl, aryl, heteroaryl, halogen or haloalkyl, inhibit the interaction between Cavx channels and Cavβ proteins and are of use in the treatment and prevention of a number of diseases and conditions including pain and lower urinary tract disorders.

  式(I)中的化合物，其中R1是氢、羟基或芳基烷基；R2是可选择取代的烷基、芳基或杂环芳基（所述取代基选自羟基、烷氧基、卤代烷氧基、芳基、杂环芳基、环烷基、氨基、单烷基氨基、双烷基氨基、烷基磺酰基、烷基亚砜基、烷基磺酰氨基、酰氨基、饱和或部分不饱和的杂环族和式COY）；W选自氧、硫、式NR7的基团，其中R7是氢、烷基、芳基或杂环芳基，以及式CR8R9的基团，其中R8和R9是氢、烷基、芳基或杂环芳基；X选自氮和式CR10的基团，其中R10是氢、烷基、芳基、杂环芳基、卤素或卤代烷基，能够抑制Cavx通道与Cavβ蛋白之间的相互作用，并可用于治疗和预防包括疼痛和下尿路障碍在内的多种疾病和症状。
• Imidazo[1,2-a]quinoxalines Derivatives Grafted with Amino Acids: Synthesis and Evaluation on A375 Melanoma Cells
  作者：Adrien Chouchou、Cindy Patinote、Pierre Cuq、Pierre-Antoine Bonnet、Carine Deleuze-Masquéfa

  DOI：10.3390/molecules23112987

  日期：——

  Imiqualines (imidazoquinoxaline derivatives) are anticancer compounds with high cytotoxic activities on melanoma cell lines. The first generation of imiqualines, with two lead compounds (EAPB0203 and EAPB0503), shows remarkable in vitro (IC50 = 1 570 nM and IC50 = 200 nM, respectively, on the A375 melanoma cell line) and in vivo activity on melanoma xenografts. The second generation derivatives, EAPB02302 and EAPB02303, are more active, with IC50 = 60 nM and IC50 = 10 nM, respectively, on A375 melanoma cell line. The aim of this study was to optimize the bioavailability of imiqualine derivatives, without losing their intrinsic activity. For that, we achieved chemical modulation on the second generation of imiqualines by conjugating amino acids on position 4. A new series of twenty-five compounds was efficiently synthesized by using microwave assistance and tested for its activity on the A375 cell line. In the new series, compounds 11a, 9d and 11b show cytotoxic activities less than second generation compounds, but similar to that of the first generation ones (IC50 = 403 nM, IC50 = 128 nM and IC50 = 584 nM, respectively). The presence of an amino acid leads to significant enhancement of the water solubility for improved drugability.

  伊米奎林（咪唑喹喔啉衍生物）是一类抗癌化合物，对黑色素瘤细胞系具有高细胞毒活性。第一代伊米奎林具有两种主要化合物（EAPB0203和EAPB0503），在黑色素瘤细胞系中显示出显著的体外活性（IC50分别为1570纳摩尔和200纳摩尔），并对黑色素瘤异种移植瘤具有体内活性。第二代衍生物EAPB02302和EAPB02303更为活跃，在A375黑色素瘤细胞系中的IC50分别为60纳摩尔和10纳摩尔。本研究的目的是优化伊米奎林衍生物的生物利用度，同时不损失其固有活性。为此，我们通过在第二代伊米奎林上连接氨基酸在位置4上进行化学调制。利用微波辅助有效合成了一系列新的二十五个化合物，并对其在A375细胞系上的活性进行了测试。在新系列中，11a、9d和11b化合物的细胞毒活性低于第二代化合物，但类似于第一代（IC50分别为403纳摩尔、128纳摩尔和584纳摩尔）。氨基酸的存在显著提高了水溶性，从而提高了药物可用性。
• DOUBLE TARGETED CONSTRUCTS TO AFFECT TUMOR KILL
  申请人：Cornell University

  公开号：US20170368005A1

  公开（公告）日：2017-12-28

  The present technology is directed to compounds, compositions, medicaments, and methods related to the treatment of cancers expressing PSMA. The compounds are of Formulas I & II or pharmaceutically acceptable salts thereof. The present technology is especially well-suited for use in treating prostate cancer.

  这项技术涉及到与治疗表达PSMA的癌症相关的化合物、组合物、药物和方法。这些化合物属于I和II式或其药用盐。这项技术特别适用于治疗前列腺癌。
• Biphenomycin B and Derivatives: Total Synthesis and Translation Inhibition
  作者：Yu-Peng He、Hao Tan、Lars Arve、Sascha Baumann、Herbert Waldmann、Hans-Dieter Arndt

  DOI：10.1002/asia.201000908

  日期：2011.6.6

  the synthesis of the antibiotic natural product biphenomycin B and several derivatives is reported, which employs a Suzuki coupling reaction of a free carboxylic acid and macrolactam formation as key transformations. Liberal exchange of the central amino acid was demonstrated. This procedure gave derivatives to study the influence of the polar side chain of the central amino acids on translation inhibition

  报道了关于抗生素天然产物联苯霉素B和几种衍生物的合成的完整说明，其使用游离羧酸和大内酰胺形成的Suzuki偶联反应作为关键转化。证明了中央氨基酸的自由交换。该方法给出衍生物以研究中心氨基酸的极性侧链对翻译抑制的影响。