365996-05-0

Basic information

• Product Name: TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE
• Synonyms: 5-Boc-2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine;4,5,6,7-tetrahydro-5-Boc-thiazolo[5,4-c]pyridin-2-amine;2-Amino-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester;4-c]pyridine-5(4H)-carboxylate;7-dihydrothiazolo[5;tert-butyl 2-aMino-6;tert-butyl 2-aMino-6.7-dihydrothiazolo[5.4-c]pyridine-5(4H)-carb;2-AMino-5-Boc-6,7-dihydro-4H-thiazolo-[5,4,c]pyridine
• CAS NO: 365996-05-0
• Molecular Formula: C₁₁H₁₇N₃O₂S
• Molecular Weight: 255.34
• Product Categories: CHIRAL CHEMICALS;Heterocycle-Pyridine series
• Mol File: 365996-05-0.mol

Chemical Properties

• Melting Point: 91-94 °C
• Boiling Point: 412.789 °C at 760 mmHg
• Flash Point: 203.448 °C
• Appearance: Off-white to brown/Crystalline Powder
• Density: 1.28 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.23±0.20(Predicted)
• CAS DataBase Reference: TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE(365996-05-0)
• EPA Substance Registry System: TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE(365996-05-0)

Safety Data

• Hazardous Substances Data: 365996-05-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE is used as a drug candidate for its potential therapeutic applications. Its unique chemical structure allows it to interact with biological targets, making it a promising candidate for the development of new medications.
Used in Agrochemical Industry:
TERT-BUTYL 2-AMINO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE is used as a potential pesticide for its ability to control pests and protect crops. Its chemical properties enable it to target specific pests while minimizing harm to the environment and non-target organisms.

InChI:InChI=1/C11H17N3O2S/c1-11(2,3)16-10(15)14-5-4-7-8(6-14)17-9(12)13-7/h4-6H2,1-3H3,(H2,12,13)

Upstream product

• 420-04-2 CYANAMID 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 207691-65-4 N-tert-butoxycarbonyl-4-(tetrahydropyrrole-1-yl)-1,2,3,6-tetrahydropyridine 
• 17356-08-0 thiourea 
• 188869-05-8 tert-butyl 3-bromo-4-oxo-piperidine-1-carboxylate 
• 60-35-5 acetamide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 97817-23-7 2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine 
• 118652-88-3 3-bromo-piperidin-4-one-hydrobromide 
• 41661-47-6 piperidin-4-one 
• 123-75-1 pyrrolidine 

Downstream Products

• 365996-06-1 2-Bromo-5-tert-butoxycarbonyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine 
• 1440954-95-9 2-phenoxycarbonylamino-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester 
• 97817-23-7 2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine 
• 1575609-63-0 (2R,3R)-3-(2-(2-methoxypyrimidin-5-yl)-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)-2-(2,4-di-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 1575609-62-9 (2R,3R)-3-(2-(2-methylpyrimidin-5-yl)-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)-2-(2,4-di-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 1575609-59-4 (2R,3R)-3-(2-(2-methoxypyridin-5-yl)-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)-2-(2,4-di-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 1575609-57-2 (2R,3R)-3-(2-(2-fluoropyridin-5-yl)-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 1575609-55-0 (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-6,7-dihydrothiazolo[5,4-c]piperidine-5(4H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 

Relevant articles and documents

Novel 5,6,7,8-tetrahydroimidazo[2′,1′:2,3]thiazolo[5,4-c]pyridine derivatives

Starting with 4-piperidone, new 5,6,7,8-tetrahydroimidazo[2′,1′:2,3]thiazolo [5,4-c]pyridines were synthesized. Structures of these compounds were confirmed by 1H NMR, 13C NMR, MS and elemental analysis.

1-[2-(1-Cyclobutylpiperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-5-yl]propan-1-one: a Histamine H3 Receptor Inverse Agonist with Efficacy in Animal Models of Cognition

A series of chemical optimizations, which was guided by in vitro affinity at histamine H3 receptor (H3R), modulation of lipophilicity, ADME properties and preclinical efficacy resulted in the identification of 1-[2-(1-cyclobutylpiperidin-4-yloxy)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-5-yl]propan-1-one (45 e) as a potent and selective (Ki=4.0 nM) H3R inverse agonist. Dipsogenia induced by (R)-α-methylhistamine was dose dependently antagonized by 45 e, confirming its functional antagonism at H3R. It is devoid of hERG and phospholipidosis issues. Compound 45 e has adequate oral exposures and favorable half-life in both rats and dogs. It has demonstrated high receptor occupancy (ED80=0.22 mg/kg) and robust efficacy in object recognition task and, dose dependently increased acetylcholine levels in brain. The sub-therapeutic doses of 45 e in combination with donepezil significantly increased acetylcholine levels. The potent affinity, selectivity, in vivo efficacy and drug like properties together with safety, warrant for further development of this molecule for potential treatment of cognitive disorders associated with Alzheimer's disease.

Identification of novel GPR81 agonist lead series for target biology evaluation

GPR81 is a novel drug target that is implicated in the control of glucose and lipid metabolism. The lack of potent GPR81 modulators suitable for in vivo studies has limited the pharmacological characterization of this lactate sensing receptor. We performed a high throughput screen (HTS) and identified a GPR81 agonist chemical series containing a central acyl urea scaffold linker. During SAR exploration two additional new series were evolved, one containing cyclic acyl urea bioisosteres and another a central amide bond. These three series provide different selectivity and physicochemical properties suitable for in-vivo studies.

HMOX1 inducers

The present invention is related to compounds of structure (I) as heme oxygenase 1 (HMOX 1) inducers. The present invention is also related a method of controlling the activity or the amount, or both the activity and the amount, of heme-oxygenase 1 in a mammalian subject. The definitions of the variables are provided herein.

Preparation 2 - amino - 5 - CBZ - 4, 5, 6, 7 - tetrahydro-thiazolo [5, 4 - C] pyridine of the new method (by machine translation)

The invention discloses a process for preparing 2 - amino - 5 - CBZ - 4, 5, 6, 7 - tetrahydro-thiazolo [5, 4 - C] pyridine of the new method, comprises the following steps: N - tert-butoxycarbonyl - 4 - piperidone in pyridine with sulfur and single cyanamide mixed heating reaction→cooling→filtering→washed with an organic solvent, and dried to obtain a pale yellow solid product→in dichloromethane in trifluoroacetic acid is mixed with low-temperature reaction, concentrated→with triethylamine in dichloromethane in the mixed low-temperature drop chlorination benzyl formate, stirring reaction→[...]→dichloromethane extraction, the organic phase water, salt water washing, drying, filtering and concentrated to obtain crude product→ethyl acetate beating, the final product is obtained yellow solid. The invention of cheap price for raw materials to replace the original high price of the raw material for preparing the final product, to avoid the original ring-brominated by-product when many routes, not only the operation is simple, convenient purification, the cost is reduced, high yield, favorable to the industrialized production and cost control. (by machine translation)

ANNULATED GLYCOSIDASE INHIBITORS

Compounds of formula (I) wherein A, R, W1, W2, W3, W4, W5, W6, L, Q, Rx and u have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.

Substituted amide compound and application

The invention belongs to the field of agricultural bactericidal, insecticidal and acaricidal agents, and relates to a substituted amide compound and an application. The substituted amide compound has a structure as shown in a general formula I in the specification; and in the general formula I, substituents are defined in the specification. The compound provided by the invention has broad-spectrum bactericidal, insecticidal and acaricidal activities, has excellent control effects on diseases like cucumber downy mildew, corn rust, wheat powdery mildew and rice blast, especially has better control effects on the corn rust, also has excellent control effects on aphids and Tetranychus cinnabarinus, and especially can obtain good effects on the Tetranychus cinnabarinus at a low dosage.

Substituted tetrahydroisoquinoline compound and application

The invention discloses a substituted tetrahydroisoquinoline compound and application. The compound has a structure as shown in a general formula I in the specification; and in the general formula I, substituents are defined in the specification. The comp

Discovery of cycloalkyl-fused N-thiazol-2-yl-benzamides as tissue non-specific glucokinase activators: Design, synthesis, and biological evaluation

Glucokinase (GK) activators are being developed for the treatment of type 2 diabetes mellitus (T2DM). However, existing GK activators have risks of hypoglycemia caused by over-activation of GK in islet cells and dyslipidemia caused by over-activation of intrahepatic GK. In the effort to mitigate risks of hypoglycemia and dyslipidemia while maintaining the promising efficacy of GK activator, we investigated a series of cycloalkyl-fused N-thiazol-2-yl-benzamides as tissue non-specific partial GK activators, which led to the identification of compound 72 that showed a good balance between in vitro potency and enzyme kinetic parameters, and protected β-cells from streptozotocin-induced apoptosis. Chronic treatment of compound 72 demonstrated its potent activity in regulation of glucose homeostasis and low risk of dyslipidemia with diabetic db/db mice in oral glucose tolerance test (OGTT). Moreover, acute treatment of compound 72 did not induce hypoglycemia in C57BL/6J mice even at 200 mg/kg via oral administration.

With the biological activity of the tetrahydro-benzothiazole and pyridine hydrochloride salt compound and its preparation method

The invention discloses a tetrahydro imidazo thieno hydrochloride compound with the biological activity and a preparing method thereof and belongs to the technical field of drug synthesis. The tetrahydro imidazo thiophene pyridine hydrochloride compound with the biological activity is characterized by being provided with the following structure (please see the formula in the specification), and R represents formonitrile phenyl, or tertiary butyl, or phenyl, or trifluoromethyl, or p-chlorophenyl or meta-methoxyphenyl. The invention further discloses the preparing method of the tetrahydro imidazo thiophene pyridine hydrochloride compound with the biological activity. A series of tetrahydro imidazo thiophene pyridine hydrochloride compounds with the biological activity is synthesized through the new method, the reaction process is easy to operate and implement, raw materials are low in price and easy to obtain, the reaction efficiency is high, repeatability is good, and the biological activity effect is obvious.