(-)-Camphoric acid
(Synonyms: (-)-樟脑酸) 目录号 : GC61646
(-)-Camphoricacid是Camphoricacid的低活性异构体。Camphoricacid刺激成骨细胞分化并诱导谷氨酸受体(glutamatereceptor)表达。Camphoricacid还诱导NF-κB和AP-1活化。
Cas No.:560-09-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
(-)-Camphoric acid is the less active enantiomer of Camphoric acid. Camphoric acid stimulates osteoblast differentiation and induces glutamate receptor expression. Camphoric acid also significantly induced the activation of NF-κB and AP-1[1].
[1]. Su-Ui Lee, et al. Camphoric acid stimulates osteoblast differentiation and induces glutamate receptor expression. Amino Acids. 2010 Jan;38(1):85-93.
| Cas No. | 560-09-8 | SDF | |
| 别名 | (-)-樟脑酸 | ||
| Canonical SMILES | O=C([C@]1(C)C(C)(C)[C@H](C(O)=O)CC1)O | ||
| 分子式 | C10H16O4 | 分子量 | 200.23 |
| 溶解度 | 储存条件 | Store at -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.9943 mL | 24.9713 mL | 49.9426 mL |
| 5 mM | 0.9989 mL | 4.9943 mL | 9.9885 mL |
| 10 mM | 0.4994 mL | 2.4971 mL | 4.9943 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
New bifunctional 1,3-diamine organocatalysts derived from (+)-Camphoric acid for asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroolefins
Chirality 2022 May;34(5):782-795.PMID:35166402DOI:10.1002/chir.23424.
Novel 1,3-diamine-derived bifunctional thiourea and squaramide organocatalysts were synthesized from (+)-Camphoric acid. These catalysts were easily obtained in up to two to five synthetic steps, in a flexible approach that facilitates their structure variation. Their catalytic activity was examined in the asymmetric Michael addition of 1,3-dicarbonyl compounds to several trans-β-nitrostyrenes. Yields up to 98% and enantiomeric excesses up to 74% and high diastereoselectivities when applicable (dr up to 93:7) were obtained in these reactions showing that 1,3-diamine-derived bifunctional thioureas are efficient organocatalysts.
Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-Camphoric acid and their antiviral activity
Mol Divers 2020 Feb;24(1):61-67.PMID:30820742DOI:10.1007/s11030-019-09932-9.
An effective technique for one-stage synthesis of new polycyclic nitrogen-containing compounds has been developed. The procedure involves refluxing mixtures of camphoric acid with aliphatic or aromatic diamine without catalysts. In cases where the starting amine has a low boiling point (less than 200 °C), phenol is used as a solvent, as it is the most optimal one for obtaining products with good yields. It has been shown that the use of Lewis acids as catalysts reduces the yield of the reaction products. A set of compounds have been synthesized, which can be attributed to synthetic analogues of alkaloids. In vitro screening for activity influenza virus A was carried out for the obtained compounds. The synthesized quinazoline-like agent 14 has inhibitory activity against different strains of influenza viruses.
(1R,3S)-Camphoric acid as a building block in supramolecular chemistry: adducts with organic polyamines
Acta Crystallogr B 2003 Feb;59(Pt 1):118-31.PMID:12554977DOI:10.1107/s0108768102022358.
(1R,3S)-Camphoric acid [(1R,3S)-1,2,2,-trimethylcyclopentane-1,3-dicarboxylic acid, C(10)H(16)O(4)] forms adducts with a range of amines in which the acid component may be the neutral molecule, the mono-anion (C(10)H(15)O(4))(-) or the di-anion (C(10)H(14)O(4))(2-). The structures generated by the hard hydrogen bonds take the form of chains in the 1:1 adducts (II) and (III) formed with 4,4'-bipyridyl and 1,2-bis(4-pyridyl)ethane. There are single sheets in the hydrated 1:1 adduct (IV) formed with 1,4-diazabicyclo[2.2.2]octane, and pairwise-interwoven sheets in the 2:1 adduct (V) formed with hexamethylenetetramine. Three-dimensional frameworks are present in the salt-like 1:1 adduct (VI) formed with piperazine and in the hydrated 3:1 adduct (VII) formed with N,N'-dimethylpiperazine. This latter adduct contains both neutral C(10)H(16)O(4) and anionic (C(10)H(15)O(4))(-) units. In (II), (III) and (IV), the chain and sheet substructures are linked by C-H...O hydrogen bonds to form three-dimensional frameworks. The monoclinic polymorph of camphoric acid itself (I) has been reinvestigated.
(1R,3S)-Camphoramic acid
Acta Crystallogr C 2002 Feb;58(Pt 2):o106-7.PMID:11828124DOI:10.1107/s0108270101020819.
The title chiral compound, 3-aminocarbonyl-1,2,2-trimethylcyclopentane-1-carboxylic acid, C(10)H(17)NO(3), was prepared from (1R,3S)-Camphoric acid. The five-membered ring adopts a conformation which is intermediate between a twist and an envelope. Elongations of the C-C bonds and contractions of the C-C-C bond angles are observed within the five-membered ring. A (1)H NMR spectrum was recorded to assist in distinguishing the amide group from the carboxyl group.
Binary co-crystals of the active pharmaceutical ingredient 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene and camphoric acid
Acta Crystallogr B Struct Sci Cryst Eng Mater 2014 Feb;70(Pt 1):63-71.PMID:24441129DOI:10.1107/S2052520613031260.
Co-crystals comprising the active pharmaceutical ingredient 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene, C12H10N4, and the chiral co-formers (+)-, (-)- and (rac)-Camphoric acid (cam), C10H16O4, have been synthesized. Two different stoichiometries of the API and co-former are obtained, namely 1:1 and 3:2. Crystallization experiments suggest that the 3:2 co-crystal is kinetically favoured over the 1:1 co-crystal. Single-crystal X-ray diffraction analysis of the co-crystals reveals N-H...O hydrogen bonding as the primary driving force for crystallization of the supramolecular structures. The 1:1 co-crystal contains undulating hydrogen-bonded ribbons, in which the chiral cam molecules impart a helical twist. The 3:2 co-crystal contains discrete Z-shaped motifs comprising three molecules of the API and two molecules of cam. The 3:2 co-crystals with (+)-cam, (-)-cam (space group P21) and (rac)-cam (space group P21/n) are isostructural. The enantiomeric co-crystals contain pseudo-symmetry consistent with space group P21/n, and the co-crystal with (rac)-cam represents a solid solution between the co-crystals containing (+)-cam and (-)-cam.