3,5-diamino-2-chloro-6-methylpyridine | 465513-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,5-diamino-2-chloro-6-methylpyridine
• 英文别名: 2-Chloro-6-methylpyridine-3,5-diamine；2-chloro-6-methylpyridine-3,5-diamine
• CAS: 465513-08-0
• 化学式: C₆H₈ClN₃
• 分子量: 157.603
• InChiKey: ICQRUVSLSDSEKV-UHFFFAOYSA-N

物化性质

• 沸点：
  379.1±37.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-diamino-2-chloro-6-methylpyridine 在 potassium permanganate 、 magnesium sulfate 作用下， 以 水 为溶剂， 反应 1.5h， 生成 3,5-diacetylamino-6-chloropyridine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of aroylguanidines related to amiloride as inhibitors of the human platelet Na+/H+ exchanger

  摘要：

  Pyridine and benzene bioisosteres of amiloride were synthesized and evaluated for their inhibitory Potency against the sodium-hydrogen exchanger (NHE) involved in intracellular pH regulation. The inhibition of NHE was determined by using the platelet swelling assay (PSA) in which the swelling of human platelets was induced by their incubation in an acid buffer (pH 6.7). Additionally, the inhibitory potency of the most active compounds was assessed by measuring the inhibition of the EIPA-sensitive Na-22 (+) uptake (UIA) by human platelets after intracellular acidosis. The results indicated that several benzene derivatives and compounds bearing an carbonylguanidine moiety in the meta position of the pyridine nitrogen were much more potent than amiloride (PSA:IC50 = 43.5 muM, UIA:IC50 = 100.1 muM), but less than EIPA, a pyrazine NHE inhibitor (PSA:IC50=0.08 muM, UIA: IC50 - 0.5 muM). In both biological assays (2-amino-5-bromo-pyridine-3-carbonyl)guanidine (32) was the most active molecule (PSA: IC50 = 0.8 muM, UIA : IC50 = 0.8 muM). Our investigations demonstrated that the replacement of the pyrazine ring of amiloride e by a pyridine ora phenyl ring improved the NHE inhibitory potency (phenyl >pyridine >pyrazine). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00022-6
• 作为产物：
  描述：

  2-氨基-3,5-二硝基-6-甲基砒啶 在 盐酸 、 五氯化磷 、 硫酸 、 tin(ll) chloride 、 sodium nitrite 、 三氯氧磷 作用下， 生成 3,5-diamino-2-chloro-6-methylpyridine
  参考文献：
  名称：

  Synthesis and biological evaluation of aroylguanidines related to amiloride as inhibitors of the human platelet Na+/H+ exchanger

  摘要：

  Pyridine and benzene bioisosteres of amiloride were synthesized and evaluated for their inhibitory Potency against the sodium-hydrogen exchanger (NHE) involved in intracellular pH regulation. The inhibition of NHE was determined by using the platelet swelling assay (PSA) in which the swelling of human platelets was induced by their incubation in an acid buffer (pH 6.7). Additionally, the inhibitory potency of the most active compounds was assessed by measuring the inhibition of the EIPA-sensitive Na-22 (+) uptake (UIA) by human platelets after intracellular acidosis. The results indicated that several benzene derivatives and compounds bearing an carbonylguanidine moiety in the meta position of the pyridine nitrogen were much more potent than amiloride (PSA:IC50 = 43.5 muM, UIA:IC50 = 100.1 muM), but less than EIPA, a pyrazine NHE inhibitor (PSA:IC50=0.08 muM, UIA: IC50 - 0.5 muM). In both biological assays (2-amino-5-bromo-pyridine-3-carbonyl)guanidine (32) was the most active molecule (PSA: IC50 = 0.8 muM, UIA : IC50 = 0.8 muM). Our investigations demonstrated that the replacement of the pyrazine ring of amiloride e by a pyridine ora phenyl ring improved the NHE inhibitory potency (phenyl >pyridine >pyrazine). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00022-6

文献信息

• DYEING PROCESS USING PEROXYGENATED SALTS AND A SUBSTRATE COMPRISING OXIDATION DYES
  申请人：L'OREAL

  公开号：EP3946217A1

  公开（公告）日：2022-02-09
• [EN] OXIDATION DYEING PROCESS USING A COUPLER AND A PEROXYGENATED SALT AS OXIDIZING AGENT<br/>[FR] PROCÉDÉ DE TEINTURE PAR OXYDATION UTILISANT UN COUPLEUR ET UN SEL PEROXYGÉNÉ EN TANT QU'AGENT OXYDANT
  申请人：OREAL

  公开号：WO2019063611A1

  公开（公告）日：2019-04-04

  The subject of the present invention is a process for the oxidation dyeing of keratin fibres, in particular human keratin fibres such as the hair, comprising the application to the keratin fibres: of at least one composition (A) comprising at least one coupler and of at least one oxidizing composition (B) comprising at least one chemical oxidizing agent chosen from peroxygenated salts; it being understood that the dyeing process does not use any oxidation base, and it being understood that compositions (A) and (B) may be applied simultaneously or separately.
• [EN] DYEING PROCESS USING PEROXYGENATED SALTS AND A SUBSTRATE COMPRISING OXIDATION DYES<br/>[FR] PROCÉDÉ DE COLORATION UTILISANT DES SELS PEROXYGÉNÉS ET UN SUBSTRAT COMPRENANT DES COLORANTS D'OXYDATION
  申请人：OREAL

  公开号：WO2020201157A1

  公开（公告）日：2020-10-08

  The present invention relates to a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, comprising the successive application to said fibres (i) of a composition (A) containing at least one peroxygenated salt and (ii) of a substrate including a surface totally or partially coated with at least one layer containing one or more oxidation dyes; said process does not use any hydrogen peroxide during the application of the substrate to the fibres.
• [EN] DYEING OR LIGHTENING PROCESS USING A HAND-HELD STYLING DEVICE AND A SUBSTRATE<br/>[FR] PROCÉDÉ DE COLORATION OU D'ÉCLAIRCISSEMENT À L'AIDE D'UN DISPOSITIF DE COIFFURE PORTATIF ET D'UN SUBSTRAT
  申请人：OREAL

  公开号：WO2021099510A1

  公开（公告）日：2021-05-27

  The present invention relates to the use, for dyeing or lightening keratin fibres, in particular human keratin fibres such as the hair, of a hand-held styling apparatus (1) equipped with at least one treatment surface (2d, 3d) partially or totally covered with at least one substrate (6) comprising a surface (6a) coated with at least one layer (6b) containing one or more dyes, preferably chosen from oxidation dyes and/or direct dyes, and/or one or more oxidizing agents. The invention also relates to an assembly (11, 24, 26) intended for dyeing or lightening keratin fibres, in particular human keratin fibres such as the hair, comprising at least one aqueous composition and at least one hand-held styling device (1) as defined above.
• Synthesis and biological evaluation of aroylguanidines related to amiloride as inhibitors of the human platelet Na+/H+ exchanger
  作者：D Laeckmann

  DOI：10.1016/s0968-0896(02)00022-6

  日期：2002.6

  Pyridine and benzene bioisosteres of amiloride were synthesized and evaluated for their inhibitory Potency against the sodium-hydrogen exchanger (NHE) involved in intracellular pH regulation. The inhibition of NHE was determined by using the platelet swelling assay (PSA) in which the swelling of human platelets was induced by their incubation in an acid buffer (pH 6.7). Additionally, the inhibitory potency of the most active compounds was assessed by measuring the inhibition of the EIPA-sensitive Na-22 (+) uptake (UIA) by human platelets after intracellular acidosis. The results indicated that several benzene derivatives and compounds bearing an carbonylguanidine moiety in the meta position of the pyridine nitrogen were much more potent than amiloride (PSA:IC50 = 43.5 muM, UIA:IC50 = 100.1 muM), but less than EIPA, a pyrazine NHE inhibitor (PSA:IC50=0.08 muM, UIA: IC50 - 0.5 muM). In both biological assays (2-amino-5-bromo-pyridine-3-carbonyl)guanidine (32) was the most active molecule (PSA: IC50 = 0.8 muM, UIA : IC50 = 0.8 muM). Our investigations demonstrated that the replacement of the pyrazine ring of amiloride e by a pyridine ora phenyl ring improved the NHE inhibitory potency (phenyl >pyridine >pyrazine). (C) 2002 Elsevier Science Ltd. All rights reserved.