Ancriviroc

Base Information

Chemical Name:Ancriviroc
CAS No.:370893-06-4
Molecular Formula:C₂₈H₃₇BrN₄O₃
Molecular Weight:557.531
Hs Code.:
UNII:322WXU4AU2
Wikidata:Q76309322
NCI Thesaurus Code:C65233
Pharos Ligand ID:852B6VJ9LRZU
ChEMBL ID:CHEMBL78535

Synonyms:4-((4-bromophenyl)-(ethoxyimino)methyl)-1'-((2,4-dimethyl-3-pyridinyl)carbonyl)-4'-methyl-1,4'-bipiperidine N-oxide;Ancriviroc;SCH 351125;SCH-351125;SCH351125

Suppliers and Price of Ancriviroc

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Ancriviroc

Chemical Property:

PSA：70.60000
LogP:5.51770
XLogP3:4.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:556.20490
Heavy Atom Count:36
Complexity:756

Purity/Quality:: ≥98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCON=C(C1CCN(CC1)C2(CCN(CC2)C(=O)C3=C(C=C[N+](=C3C)[O-])C)C)C4=CC=C(C=C4)Br
Isomeric SMILES:CCO/N=C(/C1CCN(CC1)C2(CCN(CC2)C(=O)C3=C(C=C[N+](=C3C)[O-])C)C)\C4=CC=C(C=C4)Br
Uses Antiviral; treatment of autoimmune conditions (CCR5 antagonist).

Technology Process of Ancriviroc

There total 18 articles about Ancriviroc 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:

: 372156-99-5
3-carboxy-2,4-dimethylpyridine 1-oxide

: 515881-16-0
4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

: 370893-06-4
ancriviroc

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jm015526o

Reference yield:

: 498-94-2
isonipecotic acid

: 370893-06-4
ancriviroc

Guidance literature:: Multi-step reaction with 13 steps

1: 4 h / Heating

2: SOCl₂ / Heating

3: AlCl₃ / 4 h / Heating

4: p-TsOH / Heating

5: 95 percent / aq. K₂CO₃ / methanol / 20 °C

6: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

7: 7.3 g / 3 h / 20 °C

8: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

9: 6 N HCl / ethyl acetate / 24 h / 20 °C

10: 5.1 g / 10percent aq. NaOH / 20 °C

11: NaOAc / methanol / 24 h / 20 °C

12: TFA / CH₂Cl₂ / 2 h / 20 °C

13: EDCI; iPr₂NEt; HOBT / CH₂Cl₂ / 12 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; sodium acetate; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; 3: Friedel-Crafts acylation;
DOI:10.1021/jm0200815

Reference yield:

: 126501-70-0
1-(2,2,2-trifluoroacetyl)piperidine-4-carboxylic acid

: 370893-06-4
ancriviroc

Guidance literature:: Multi-step reaction with 12 steps

1: SOCl₂ / Heating

2: AlCl₃ / 4 h / Heating

3: p-TsOH / Heating

4: 95 percent / aq. K₂CO₃ / methanol / 20 °C

5: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

6: 7.3 g / 3 h / 20 °C

7: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

8: 6 N HCl / ethyl acetate / 24 h / 20 °C

9: 5.1 g / 10percent aq. NaOH / 20 °C

10: NaOAc / methanol / 24 h / 20 °C

11: TFA / CH₂Cl₂ / 2 h / 20 °C

12: EDCI; iPr₂NEt; HOBT / CH₂Cl₂ / 12 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; sodium acetate; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; 2: Friedel-Crafts acylation;
DOI:10.1021/jm0200815