Category: 29027-20-1

Kent, Caitlin N.; Fulton, Mark G.; Stillwell, Kaylee J.; Dickerson, Jonathan W.; Loch, Matthew T.; Rodriguez, Alice L.; Blobaum, Anna L.; Boutaud, Olivier; Rook, Jerri L.; Niswender, Colleen M.; Conn, P. Jeffrey; Lindsley, Craig W. published the artcile< Discovery and optimization of a novel CNS penetrant series of mGlu4 PAMs based on a 1,4-thiazepane core with in vivo efficacy in a preclinical Parkinsonian model>, Application of C7H8ClN, the main research area is thiazepane metabotropic glutamate receptor pos allosteric modulator parkinsons disease; Metabotropic glutamate receptor; Positive allosteric modulator (PAM); Structure-activity-relationship (SAR); mGlu(4).

A high throughput screen (HTS) identified a novel, but weak (EC50 = 6.2μM, 97% Glu Max) mGlu4 PAM chemotype based on a 1,4-thiazepane core, VU0544412. Reaction development and chem. optimization delivered a potent mGlu4 PAM VU6022296 (EC50 = 32.8 nM, 108% Glu Max) with good CNS penetration (Kp = 0.45, Kp,uu = 0.70) and enantiopreference. Finally, VU6022296 displayed robust, dose-dependent efficacy in reversing Haloperidol-Induced Catalepsy (HIC), a rodent preclin. Parkinson’s disease model.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiparkinsonian agents. 29027-20-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H8ClN, Application of C7H8ClN.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Li, Yuanheng; Sun, Lilan; Yang, Taoyi; Jiao, Wenxuan; Tang, Jingshu; Huang, Xiaomin; Huang, Zongze; Meng, Ying; Luo, Laichun; Wang, Xintong; Bian, Xiling; Zhang, Fang; Wang, KeWei; Sun, Qi published the artcile< Design and Synthesis of Novel Positive Allosteric Modulators of α7 Nicotinic Acetylcholine Receptors with the Ability To Rescue Auditory Gating Deficit in Mice>, Application of C7H8ClN, the main research area is thiazolo pyrimidinone preparation nicotinic acetylcholine receptor allosteric modulator SAR.

A series of novel thiazolo[4,5-d]pyrimidin-7(6H)-ones were designed, synthesized, and evaluated as the type I pos. allosteric modulators of human α7 nAChR expressed in Xenopus oocytes by a two-electrode voltage clamp. The structure-activity relationship anal. identified the compound I as a potent and efficacious PAM with the maximum activation effect of the α7 current of over 1633% in the presence of acetylcholine (100 μM) and an EC50 = 1.26 μM. It is highly specific to α7 nAChR over other subtypes of nAChR, 5-HT3A, NMDA, and GABAA receptors. Compound I showed an elimination half-life of 10.8 ± 1.5 h for 3 mg/kg, i.v., and 7.4 ± 1.1 h for 60 mg/kg, i.g. in rat. It also exhibited sufficient blood-brain barrier penetration with no significant effect on hERG channel. Most importantly, compound I dose-dependently (0.1-1 mg/kg, i.p.) reversed the prepulse inhibition deficit induced by MK-801 in the mouse schizophrenia model.

Journal of Medicinal Chemistry published new progress about 5-HT3A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 29027-20-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H8ClN, Application of C7H8ClN.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 29027-20-1, name is 3-Chloro-5-methylaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 3-Chloro-5-methylaniline

Triphosgene (17.01 g, 0.0573 mol) was dissolved in 200 ml of tolunen in a 1 liter flask. 150 ml of a toluene solution of 3-chloro-5-methylaniline (21.9 g, 0.155 mol) and triethylamine (36.0 ml) was added dropwise thereto over 30 minutes at room temperature. The reaction mixture was then stirred at 70&deg C. for 2 hours and cooled to room temperature. The obtained precipitates of hydrochloric acid salt of triethylamine were filtered out and the filtrate liquid was concentrated and treated with distillation at a reduced pressure to obtain 16.87 g of a colorless liquid (production yield 65%). B.p.: 72-74&deg C./0.53-0.66 kPa (4-5 torr) 1H-NMR, 500 MHz, in CDCl3 (delta) 7.00 (bs, 1H), 6.90 (bs, 1H), 6.80 (bs, 1H), 2.31 (s, 3H)

The synthetic route of 3-Chloro-5-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ichida, Akito; US2004/147776; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29027-20-1, name is 3-Chloro-5-methylaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 29027-20-1

to the mixture of solid (400 mg, 1.66 mmol) from Step 2-1 and MeOH (15 mL) was added 3-chloro-5-methylaniline (0.21 mL, 1.66 mmol), formic acid (0.064 mL, 1.66 mmol) and l-(2,2-dimethoxy-ethyl)-2- isocyano-benzene ( 0.32 mL, 2.5 mmol). The resulting mixture was heated at 50 C overnight. The reaction solution was concentrated and dried under high vacuum to give brown solid as the desired product (60% pure). The crude material was used for next step without further purification.

The synthetic route of 29027-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CRINETICS PHARMACEUTICALS, INC.; ZHAO, Jian; ZHU, Yunfei; WANG, Shimiao; HAN, Sangdon; KIM, Sun Hee; (109 pag.)WO2017/3724; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29027-20-1, name is 3-Chloro-5-methylaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 29027-20-1

Example XVII; S-chloro-delta-methyl-phenylsulphonyl chloride; A solution of 400 mg of sodium nitrite in 0.6 ml of water is added dropwise to 708 mg 3-chloro-5-methyl-aniline in 2 ml concentrated hydrochloric acid while being cooled in a bath of ice and common salt. The reaction mixture is stirred for 15 minutes at 00C and then added to a mixture of 4 ml of a saturated solution of sulphur dioxide in glacial acetic acid (approx. 30 %) and 200 mg copper(ll)chloride-dihydrate in 0.4 ml of water while being cooled. The cooling bath is removed and the reaction mixture is stirred for 15 minutes at ambient temperature, then at 400C, until no further development of gas can be detected. Then some ice water is added while cooling with an ice bath. After 5 minutes the precipitate formed is suction filtered, washed with some ice water and dried in the desiccator. The sulphonyl chloride obtained is reacted further without any further purification. Yield: 760 mg (68 % of theory)

The synthetic route of 29027-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/30715; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics