90874-85-4

Usage

Uses

Used in Chemical Production:
2-Naphthalenol, 1-amino-1,2,3,4-tetrahydrois used as a raw material in the production of various chemicals. Its unique chemical structure and properties make it a valuable component in the synthesis of different chemical compounds.
Used in Pharmaceutical Industry:
2-Naphthalenol, 1-amino-1,2,3,4-tetrahydrois used as an intermediate in the synthesis of pharmaceuticals. Its presence in the production process contributes to the development of new drugs and medications.
Used in Organic Synthesis:
2-Naphthalenol, 1-amino-1,2,3,4-tetrahydrois used as an intermediate in organic synthesis. Its versatile chemical properties allow it to be a key component in the creation of various organic compounds.

Upstream product

• 117886-33-6 (3ar,9bc)-3a,4,5,9b-tetrahydro-naphtho[1,2-d]oxazol-2-ylamine 
• 109367-26-2 (+/-)-2-(4-nitro-phenyl)-(3ar,9bc)-3a,4,5,9b-tetrahydro-naphth[1,2-d]oxazole 
• 2461-34-9 1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene 
• 447-53-0 1,2-Dihydronaphthalene 
• 1195628-70-6 1-bromo-1,2,3,4-tetrahydronaphthalen-2-ol 
• 530-91-6 1,2,3,4-tetrahydronaphthalen-2 ol 
• 103028-83-7 1-amino-1,2,3,4-tetrahydro-[2]naphthol; hydrochloride 
• 64245-04-1 2-bromo-1-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 2018-87-3 1,2-dibromo-1,2,3,4-tetrahydro-naphthalene 
• 2461-34-9 1,2-epoxy-3,4-dihydronaphthalene 
• 39834-40-7 trans-2-bromo-1,2,3,4-tetrahydronaphthalen-1-ol 
• 2018-87-3 (+/-)-trans-1,2-dibromo-1,2,3,4-tetrahydronaphthalene 
• 14211-53-1 cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene 
• 7480-36-6 (+/-)-trans-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 141034-11-9 trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl)-N'-benzoyl thiourea 
• 7480-36-6 (+/-)-cis-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 745072-29-1 2-phenyl-3a,8,9,9a-tetrahydronaphtho[1,2-d]oxazole 
• 86800-08-0 trans-N-Benzyl-α-amino-β-tetralol 
• 209983-03-9 1-(N'-(3,5-difluorophenylacetyl)-L-alaninyl)-amino-1,2,3,4-tetrahydro-2-naphthol 
• 109470-12-4 trans-1-Benzoylamino-2-hydroxy-tetralin 
• 141034-17-5 trans-2-imino-3-acetyl thiazolidine 
• 141034-15-3 trans-2-iminothiazolidine 
• 141034-13-1 trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl) thiourea 

Relevant academic research and scientific papers

ION CHANNEL INHIBITOR COMPOUNDS FOR CANCER TREATMENT

The present invention concerns a compound of following general formula (I): where: either R is an R1 group and R′ is an -A1-Cy1 group, or R is an -A1-Cy1 group and R′ is an R1 group, R1 particularly being H or (C1-C6)alkyl group;A1 being an —NH— radical or —NH—CH2— radical;Cy1 particularly being a phenyl group,A is a fused (hetero)aromatic ring having 5 to 7 atoms, for use for treating cancer.

Radical-mediated intramolecular β-C(sp3)-H amidation of alkylimidates: Facile synthesis of 1,2-amino alcohols

A new radical-mediated intramolecular β-C(sp3)-H amidation reaction of O-alkyl trichloro- or arylimidates is reported. Various oxazolines were efficiently prepared from easily accessible alcohol starting materials. The trichloro-oxazoline products can be hydrolyzed under mild conditions to give valuable 1,2-amino alcohols. This amidation reaction exhibits a broad substrate scope and good functional group tolerance, and offers a powerful means for the C(sp3)-H functionalization of alcohols. Mechanistic studies suggest that a sequence of 1,5-HAT of an imidate radical, iodination and cyclization might be operative.

BICYCLIC UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS USEFUL FOR THE TREATMENT OF PAIN

Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein Ring A, Ring C and X are as defined herein, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.

Discovery of a novel class of dimeric smac mimetics as potent IAP antagonists resulting in a clinical candidate for the treatment of cancer (AZD5582)

A series of dimeric compounds based on the AVPI motif of Smac were designed and prepared as antagonists of the inhibitor of apoptosis proteins (IAPs). Optimization of cellular potency, physical properties, and pharmacokinetic parameters led to the identification of compound 14 (AZD5582), which binds potently to the BIR3 domains of cIAP1, cIAP2, and XIAP (IC50 = 15, 21, and 15 nM, respectively). This compound causes cIAP1 degradation and induces apoptosis in the MDA-MB-231 breast cancer cell line at subnanomolar concentrations in vitro. When administered intravenously to MDA-MB-231 xenograft-bearing mice, 14 results in cIAP1 degradation and caspase-3 cleavage within tumor cells and causes substantial tumor regressions following two weekly doses of 3.0 mg/kg. Antiproliferative effects are observed with 14 in only a small subset of the over 200 cancer cell lines examined, consistent with other published IAP inhibitors. As a result of its in vitro and in vivo profile, 14 was nominated as a candidate for clinical development.

Asymmetric synthesis of chiral 1,3-diaminopropanols: Bisoxazolidine- catalyzed C-C bond formation with α-keto amides

Three high-yielding steps lead to the formation of chiral 1,3-diaminopropanols from aliphatic and aromatic α-keto amides. In this approach, a nitroaldol reaction, which is catalyzed by Cu(SO2CF 3)2 and the bisoxazolidine ligand L1, is followed by two mild reduction reactions (see scheme). Laborious protection and deprotection steps can be avoided by using this method.

Chemoenzymatic preparation of enantiopure isomers of 4-aminochroman-3-ol and 1-amino-1,2,3,4-tetrahydronaphthalen-2-ol

Enantiomerically pure N-protected cis-4-aminochroman-3-ol (key precursor in the synthesis of novel HIV second-generation protease inhibitors), its trans isomer and both cis- and trans-1-amino-1,2,3,4-tetrahydronaphthalen-2-ol, useful chiral catalysts in o

INHIBITORS OF AKT ACTIVITY

Invented are novel 1 H-imidazo[4,5-c]pyridin-2-yl compounds, the use of such compounds as inhibitors of protein kinase B activity and in the treatment of cancer and arthritis.

Synthesis of tetrahydronaphthyl thioureas as potent appetite suppressants

A series of thiourea derivatives (7-23, 25-27) of 1- aminotetrahydronaphthalene (4) and 1-amino-2-hydroxytetrahydronaphthalene (5) were synthesized in single pot in 48-90% yield and evaluated for their anorexigenic activity. Among them compounds 10, 14, 15, 16 and 22 exhibited significant anorexigenic activity without any antidepressant effect and provided a new structural lead for appetite suppressants.

Synthesis of 1-amino-1,2,3,4-tetrahydronaphthalen-2-ols via epoxide ring opening as possible antidepressant and anorexigenic agents

Thirteen 1-amino - 1,2,3,4 - tetrahydronaphthalen-2 - ols 5-17 have been synthesized via epoxide ring opening with various amines. The products are invariably trans with amine residue being attached regioselectively at position 1. The structures have been elucidated by elemental analyses and mass, IR and 1H NMR spectral data. These compounds have been tested for their effect on gross behaviour, antidepressant and anorexigenic activities. No effect is observed on gross behaviour whereas some compounds exhibit weak to moderate antidepressant (7, 12 and 17) and anorexigenic activity (7, 10, 11, 13, 15 and 16).

Catalytic asymmetric synthesis of secondary alcohols using chiral cis-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene as chiral ligand

The synthesis and resolution of cis-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene 5 by a simple and straightforward methodology has been achieved. The homochiral aminoalcohol has been used in the catalytic reduction of ketones by means of BH3 · SMe2 affording secondary alcohols in high enantiomeric excesses. On the contrary low enantiomeric excesses have been obtained when (1S,2R)-N,N-dibutyl-1-amino-2-hydroxytetrahydronaphthalene 11 has been used to catalyze the enantioselective addition of Et2Zn to benzaldehyde.