Desmethylnortriptyline

Base Information

• Chemical Name: Desmethylnortriptyline
• CAS No.: 4444-42-2
• Molecular Formula: C18H19 N
• Molecular Weight: 249.356
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID00196179
• Nikkaji Number: J253.847D
• ChEMBL ID: CHEMBL3544604
• Mol file: 4444-42-2.mol

Synonyms:desmethylnortriptyline

Chemical Property of Desmethylnortriptyline

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Boiling Point: 399.2°C at 760 mmHg
• Flash Point: 191.8°C
• PSA: 26.02000
• Density: 1.127g/cm³
• LogP: 4.26600
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 249.151749610
• Heavy Atom Count: 19
• Complexity: 294

Purity/Quality:

99% ^*data from raw suppliers

Desmethylnortriptyline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(=CCCN)C3=CC=CC=C31
• Uses: Desmethylnortriptyline is a metabolite of Nortriptyline which is used in the treatment of depression and migraines.

Technology Process of Desmethylnortriptyline

There total 3 articles about Desmethylnortriptyline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

amitriptyline hydrochloride (549-18-8,8058-15-9) → 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine (72-69-5) + Desmethylnortriptyline (4444-42-2)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P_450BM3 R₄₇L/Y₅₁F/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/P₃₂₉V/A₃₃₀P/L₃₅₃I mutant; oxygen; β-nicotinamide adenine dinucleotide phosphate sodium salt; In ethanol; at 25 ℃; for 2h; pH=8.5; Enzymatic reaction;

DOI:10.1002/chem.201502020

Reference yield:

amitryptyline (50-48-6) → hydroxy-amitriptyline + 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine (72-69-5) + Desmethylnortriptyline (4444-42-2) + N,Ndimethyl-3-(10,11-dihydro-10-oxo-5H-dibenzocycloheptene)-Δ5,γ-propylamine (37401-47-1)

Guidance literature:

With NADPH; In water; dimethyl sulfoxide; at 37 ℃; for 1h; Microbiological reaction;

DOI:10.1002/rcm.4465

Reference yield:

3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine (72-69-5) → Desmethylnortriptyline (4444-42-2) + (+)-(Z)-10-Hydroxy-Nortriptyline (47132-19-4,115460-05-4,115460-06-5) + (E)-10-Hydroxynortriptyline (47132-16-1,112839-35-7,112839-36-8)

Guidance literature:

With glucose-6-phosphate dehydrogenase; Tris-HCl buffer; α-D-glucose 6-phosphate; liver microsomes of Wistar rats; NADPH; magnesium chloride; In water; at 37 ℃; Rate constant; Product distribution;

DOI:10.1111/j.2042-7158.1996.tb06003.x

upstream raw materials:

3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine

amitryptyline

amitriptyline hydrochloride

Downstream raw materials:

amitryptyline

3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine

Refernces

• 1、 Rousu, Timo,Herttuainen, Jukka,Tolonen, Ari. "Comparison of triple quadrupole, hybrid linear ion trap triple quadrupole, time-of-flight and LTQ-orbitrap mass spectrometers in drug discovery phase metabolite screening and identification in vitro - amitriptyline and verapamil as model compounds". experimental part. p. 939 - 957. Retrieved 2011/10/19.