N,N-Dimethylglycine (hydrochloride)
(Synonyms: N,N-二甲基甘氨酸盐酸盐) 目录号 : GC48961
A synthetic intermediate
Cas No.:2491-06-7
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
N,N-Dimethylglycine is a synthetic intermediate.1,2 It has been used in the synthesis of water-soluble prodrug forms of vitamin E and vitamin K1 .
1.Takata, J., Hidaka, R., Yamasaki, A., et al.Novel d-γ-tocopherol derivative as a prodrug for d-γ-tocopherol and a two-step prodrug for S-γ-CEHCJ. Lipid Res.43(12)2196-2204(2002) 2.Takata, J., Karube, Y., Matsunga, K., et al.Prodrugs for systemic bioreductive activation-independent delivery of phyllohydroquinone, an active form of phylloquinone (vitamin K1). 1: Preparation and in vitro evaluationBiol. Pharm. Bull.22(12)1347-1354(1999)
| Cas No. | 2491-06-7 | SDF | |
| 别名 | N,N-二甲基甘氨酸盐酸盐 | ||
| Canonical SMILES | O=C(CN(C)C)O.Cl | ||
| 分子式 | C4H9NO2• HCl | 分子量 | 139.6 |
| 溶解度 | DMSO: 10 mg/ml,PBS (pH 7.2): 10 mg/ml | 储存条件 | -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 | 7.1633 mL | 35.8166 mL | 71.6332 mL |
| 5 mM | 1.4327 mL | 7.1633 mL | 14.3266 mL |
| 10 mM | 0.7163 mL | 3.5817 mL | 7.1633 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。
Comprehensive solid-state NMR analysis reveals the effects of N-methylation on the molecular dynamics of glycine
J Phys Chem B 2012 Jan 12;116(1):136-46.PMID:22142308DOI:10.1021/jp2104374.
Molecular dynamics of metabolites are important for their interactions and functions. To understand the structural dependence of molecular dynamics for N-methylated glycines, we comprehensively measured the (13)C and (1)H spin-lattice relaxation times for sarcosine, N,N-Dimethylglycine, betaine, and betaine hydrochloride over a temperature range of 178-460 K. We found that the reorientations of methyl groups were observed for all these molecules, whereas reorientations of whole trimethylamine groups were detected in betaines. While similar rotational properties were observed for methyl groups in N,N-Dimethylglycine and those in betaine, three methyl groups in betaine hydrochloride had different motional properties (E(a) ≈ 20.5 kJ/mol, τ(0) ≈ 1.85 × 10(-13) s; E(a) ≈ 13.9 kJ/mol, τ(0) ≈ 2.1 × 10(-12) s; E(a) ≈ 15.8 kJ/mol, τ(0) ≈ 1.1 × 10(-12) s). N,N-Dimethylglycine showed a phase transition at 348.5 K with changed relaxation behavior for methyl groups showing distinct E(a) and τ(0) values. The DIPSHIFT experiments showed that CH(3) and CH(2) moieties in these molecules had dipolar-dephasing curves similar to these moieties in alanine and glycine. The activation energies for CH(3) rotations positively correlated with the number of substituted methyl groups. These findings provided useful information for the structural dependence of molecular dynamics for N-methylated glycines and demonstrated solid-state NMR as a useful tool for probing the structure-dynamics relationships.
Dual-functional beeswaxes on enhancing antimicrobial activity and water vapor barrier property of paper
ACS Appl Mater Interfaces 2013 Apr 24;5(8):3464-8.PMID:23527942DOI:10.1021/am400585m.
The guanidine-based antimicrobial polymers were grafted onto the surface of beeswax latex particles stabilized with or without amphoteric surfactant, n-dodecyl-N,N-dimethylglycine. N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC) was used as a coupling reagent to introduce the covalent bonding or ensure sufficient binding force. The resulting novel beeswax latexes were utilized as a dual-functional paper additive, which improved both water-vapor resistance and antimicrobial activities of the paper. Compared with control sample, the water vapor transmission rate of the paper was reduced significantly. The antimicrobial activity of paper against E. coli was also improved substantially even at a low dosage of the beeswax latex derivatives (20 mg/g fiber).
Microwave-Assisted Intramolecular Ullmann Diaryl Etherification as the Post-Ugi Annulation for Generation of Dibenz[b,f][1,4]oxazepine Scaffold
J Org Chem 2016 Nov 4;81(21):10392-10403.PMID:27517309DOI:10.1021/acs.joc.6b01398.
A sequence of the Ugi four-component reaction (U-4CR) and microwave-assisted intramolecular Ullmann etherification has been established for efficient generation of a dibenz[b,f][1,4]oxazepine scaffold. The U-4CR, using 2-aminophenols and 2-bromobenzoic acids or 2-bromobenzaldehydes as the inputs, was carried out in MeOH at 50-60 °C for 2-3 days to form a collection of 22 linear products in 46-90% yields. A microwave-assisted intramolecular Ullmann etherification was then used to transform these acyclic U-4CR products into the cleft-shaped 6/7/6-fused tricyclic heterocycles. The intramolecular Ullmann diaryl ether formation was catalyzed by 10 mol % of CuI and 30 mol % of N,N-Dimethylglycine hydrochloride (DMG·HCl) in the presence of Cs2CO3 with microwave irradiation (150 °C, 30 min) to furnish dibenz[b,f][1,4]oxazepin-11(10H)-ones and dibenz[b,f][1,4]oxazepin-11(10H)-carboxamides in 64-100% yields.
Novel antiviral agent tetraglycylated nordihydroguaiaretic acid hydrochloride as a host-dependent viral inhibitor
Antiviral Res 2003 Mar;58(1):57-64.PMID:12719007DOI:10.1016/s0166-3542(02)00189-4.
A water soluble derivative of nordihydroguaiaretic acid (NDGA), G(4)N (2), synthesized by reaction of NDGA (1) with N,N-Dimethylglycine in the presence of dicyclohexylcarbodiimide and dimethylaminopyridine and then with HCl(g) (Scheme 1), competes effectively with the DNA binding domain of recombinant Sp1 protein for binding to the human immunodeficiency virus (HIV) LTR as demonstrated by an electrophoretic mobility-shift assay (EMSA). By blocking Sp1 binding to the HIV LTR, G(4)N suppresses Sp1-regulated HIV Tat transactivation and replication in cultured cells with an IC(50) of 12 microM similar to that of 3'-O-methyl-NDGA as we have previously reported. In addition simian immunodeficiency virus (SIV) replication was completely inhibited by G(4)N at 5.0 microM. G(4)N showed no toxic effect to 174 x CEM cells and H9 cells at 100 microM.
Vitamin K prodrugs: 2. water-soluble prodrugs of menahydroquinone-4 for systemic site-specific delivery
Pharm Res 1995 Dec;12(12):1973-9.PMID:8786976DOI:10.1023/a:1016208409992.
Purpose: The hydrochloride salts of the N,N-Dimethylglycine esters of menahydroquinone-4 (1-mono, 1; 4-mono, 2; and 1,4-bis, 3) were assessed in vivo as prodrug for the systemic site-specific delivery system of menahydroquinone-4 (MKH), the active form of menaquinone-4 (MK-4, vitamin K2(20)). Methods: The disposition of MK-4 and menaquinone-4 epoxide (MKO) following the intravenous administration of the prodrugs and MK-4 preparation solubilized with surfactant (H-MK-4) were studied in vitamin K cycle inhibited rats. The relative bioavailability of MKH after the administration of the prodrugs was assessed from the area under the plasma concentration of MKO vs. time curve (AUCMKO). The specific delivery of MKH to its active site (liver) and coagulation activity after the administration of selected prodrug 1 were then compared with those of H-MK-4 in warfarin poisoned rats. Results: All compounds showed linear pharmacokinetics, and significant bioavailability of MKH was also observed following the administration of 1 (188%), 2 (87%) and 3 (135%). Prodrug 1 caused the following increases; AUCliver of MKO from 70.7 +/- 5.77 (H-MK-4) to 167 +/- 7.89 nmol.h/g, MRTliver of MKO, from 3.87 +/- 0.307 to 8.57 +/- 0.432 h. The liver accumulation of intrinsic 1 reached a maximum (88% of dose) by 0.25 h. The rapid and liver-selective uptake and liver esterase mediated MKH regeneration characteristics of 1 enhanced the delivery of MKH to its active site and the selective advantage was increased 5.7 fold. The coagulation activity was extended 1.9 fold by 1 administration. Conclusions: The results indicated that these highly water-soluble and liver-esterase hydrolyzable ester derivatives of MKH are potential candidates for parenteral prodrugs which can thus achieve the systemic site-specific delivery of MKH. Such effective and selective delivery of MKH to its active site can therefore lead to enhanced pharmacological efficacy and can also avoid the toxicity induced by the solubilizing agent used in the H-MK-4 preparation.