7298-67-1

Basic information

• Product Name: N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE
• Synonyms: 5'-AcetylaMino-2'-hydroxyacetophenone;N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE;N-(3-acetyl-4-hydroxyphenyl)acetamide
• CAS NO: 7298-67-1
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• EINECS: 230-735-4
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 7298-67-1.mol
• Article Data: 37

Chemical Properties

• Melting Point: 167-168°C
• Boiling Point: 414.4°C at 760 mmHg
• Flash Point: 204.4°C
• Appearance: /
• Density: 1.267g/cm³
• Vapor Pressure: 1.86E-07mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.11±0.18(Predicted)
• CAS DataBase Reference: N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE(7298-67-1)
• EPA Substance Registry System: N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE(7298-67-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 7298-67-1(Hazardous Substances Data)

Usage

Uses

N-(3-Acetyl-4-hydroxyphenyl)acetamide is a useful synthetic intermediate in the synthesis of rac Diacetolol (D305200); the principal metabolite of Acebutolol (A123800) with less β-adrenoceptor blocking potency but greater cardioselectivity (atrial relative to tracheal tissue).

InChI:InChI=1/C10H11NO3/c1-6(12)9-5-8(11-7(2)13)3-4-10(9)14/h3-5,14H,1-2H3,(H,11,13)

Synthetic route

4-methoxyacetanilide (51-66-1) + acetyl chloride (75-36-5) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With aluminum (III) chloride In carbon disulfide for 1.5h; Friedel Crafts acylation;	90%
With aluminum (III) chloride In carbon disulfide at 80 - 90℃; for 1.5h;	90%
With aluminium trichloride In dichloromethane for 4.5h; Heating;	88%

4-acetaminophenol (103-90-2) + acetyl chloride (75-36-5) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With aluminum (III) chloride In nitrobenzene at 130℃; for 3.5h;	81.5%
With aluminium trichloride In nitrobenzene at 20 - 130℃; for 3h;	62%
With aluminium trichloride Yield given;

4-acetoxyacetanilide (2623-33-8) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With aluminum (III) chloride; sodium chloride at 20 - 130℃; for 5h; Fries Phenol Ester Rearrangement;	89%
With zinc(II) chloride at 180℃; for 2h;	75%
With ytterbium trifluoromethanesulfonate; lithium perchlorate In nitromethane at 100℃; for 8h; Fries rearrangement;	65%

1-(2-hydroxy-5-nitrophenyl)ethanone (1450-76-6) + 1-<3-nitro-2-hydroxy-phenyl>-ethanone-(1) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / 5percent Pd/C / tetrahydrofuran / 2 h / 2068.6 Torr 2: tetrahydrofuran / 0.33 h / 60 °C View Scheme

o-hydroxyacetophenone (118-93-4) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: 33 percent / nitric acid, glacial acetic acid / 1.) RT, 40 min, 2.) from 45 to 50 deg C, 16 h 2: hydrogen / 5percent Pd/C / tetrahydrofuran / 2 h / 2068.6 Torr 3: tetrahydrofuran / 0.33 h / 60 °C View Scheme

4-methoxy-aniline (104-94-9) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium acetate; acetic acid 2: aluminum (III) chloride / carbon disulfide / 1.5 h View Scheme
Multi-step reaction with 2 steps 1: dichloromethane / 2 h / 20 °C 2: aluminum (III) chloride / dichloromethane / 4.5 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: sodium acetate / acetic acid / 0.5 h / 0 °C 2: aluminum (III) chloride / carbon disulfide / 1.5 h / 80 - 90 °C 3: sodium hydroxide; water View Scheme

N-(3-acetylphenyl)-N-hydroxyacetamide → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With Phenylselenyl bromide In 1,4-dioxane at 100℃; for 10h;	45%

acetic acid-(3-acetyl-4-methoxy-anilide) (51410-09-4) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With water; sodium hydroxide

4-methoxy-aniline (104-94-9) + optically inactive bis-<2-chloro-propyl>-<2>naphthyl-amine → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / CH2Cl2 2: 87 percent / AlCl3 / CH2Cl2 View Scheme

5-amino-2-hydroxyacetophenone (50-80-6) + acetic anhydride (108-24-7) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
In tetrahydrofuran at 60℃; for 0.333333h; Yield given;

4-amino-phenol (123-30-8) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 percent / pyridine / CH2Cl2 / 5 °C 2: 10 percent / aluminium chloride / 2 h / 140 °C View Scheme
Multi-step reaction with 2 steps 1: pyridine / 100 °C 2: zinc(II) chloride / 2 h / 180 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine / ethyl acetate / 16 h / 0 - 20 °C 2: aluminum (III) chloride; sodium chloride / 5 h / 20 - 130 °C View Scheme

4-methoxyacetanilide (51-66-1) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminum (III) chloride / carbon disulfide / 1.5 h / 80 - 90 °C 2: sodium hydroxide; water View Scheme

3-Hydroxylamino-acetophenon (10517-46-1) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / diethyl ether / 18 h / 0 - 23 °C 2: Phenylselenyl bromide / 1,4-dioxane / 10 h / 100 °C View Scheme

3-Nitroacetophenone (121-89-1) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: rhodium on carbon; hydrazine hydrate / tetrahydrofuran / 0 - 23 °C 2: sodium hydrogencarbonate / diethyl ether / 18 h / 0 - 23 °C 3: Phenylselenyl bromide / 1,4-dioxane / 10 h / 100 °C View Scheme

4-methoxy-aniline (104-94-9) + <Δ2.5-dihydrophthalic acid >-anhydride → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 View Scheme

Acetyl bromide (506-96-7) + 4-ethoxyacetanilide (62-44-2) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With carbon disulfide; aluminium trichloride Irradiation;

4-ethoxyacetanilide (62-44-2) + acetyl chloride (75-36-5) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
With carbon disulfide; aluminium trichloride

aluminium trichloride (7446-70-0) + 4-acetoxyacetanilide (2623-33-8) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

Conditions	Yield
at 180℃;

carbon disulfide (75-15-0) + Acetyl bromide (506-96-7) + 4-ethoxyacetanilide (62-44-2) + aluminium bromide (7727-15-3) → 5-acetamido-2-hydroxyacetophenone (7298-67-1)

5-acetamido-2-hydroxyacetophenone (7298-67-1) + methyl iodide (74-88-4) → acetic acid-(3-acetyl-4-methoxy-anilide) (51410-09-4)

Conditions	Yield
With potassium carbonate In N-methyl-acetamide; water	100%

3,4-(methylenedioxy)benzoyl chloride (25054-53-9) + 5-acetamido-2-hydroxyacetophenone (7298-67-1) → 2-O-([1,3]dioxol-5-benzoate)-5-acetamido-acetophenone (1187016-32-5)

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 24h;	100%

5-acetamido-2-hydroxyacetophenone (7298-67-1) → 5-amino-2-hydroxyacetophenone (50-80-6)

Conditions	Yield
With hydrogenchloride	99%
With hydrogenchloride; water for 6h; Heating / reflux;	94%
With hydrogenchloride; water for 6h; Heating / reflux;	94%

5-acetamido-2-hydroxyacetophenone (7298-67-1) → 5-amino-2-hydroxyacetophenone hydrochloride (57471-32-6)

Conditions	Yield
With hydrogenchloride In ethanol	99%
With hydrogenchloride In ethanol for 14h; Heating;	83%
With hydrogenchloride In ethanol	18.3 g (99%)

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 2-Fluorobenzaldehyde (446-52-6) → (E)-N-(3-(3-(2-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide (1245282-57-8)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	98%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + benzaldehyde (100-52-7) → N-[4-hydroxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]acetamide (52923-34-9)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	97%
With lithium hydroxide monohydrate In methanol at 80℃; for 0.366667h; Microwave irradiation;	82%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;
With lithium hydroxide monohydrate In methanol at 80℃; for 3h;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 3-Trifluoromethylbenzaldehyde (454-89-7) → (E)-N-(4-hydroxy-3-(3-(3-(trifluoromethyl)phenyl)acryloyl)phenyl)acetamide (1245282-60-3)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	95%

piperonal (120-57-0) + 5-acetamido-2-hydroxyacetophenone (7298-67-1) → C18H15NO5

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	92%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + ethyl bromoacetate (105-36-2) → ethyl 2-(4-acetamido-2-acetylphenoxy)acetate

Conditions	Yield
With potassium carbonate; potassium iodide for 2h; Reflux;	91.2%
With potassium carbonate; potassium iodide In acetone for 6h; Reflux;	91.2%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 4h;	87%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + acetone (67-64-1) → N-(2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-yl)acetamide (186774-61-8)

Conditions	Yield
With pyrrolidine In methanol at 25℃;	91%
Stage #1: 5-acetamido-2-hydroxyacetophenone; acetone With pyrrolidine In methanol at 20℃; Stage #2: With hydrogenchloride In water pH=1;	91%
With pyrrolidine In methanol at 20℃; for 16h;	84%
With pyrrolidine
With pyrrolidine In methanol

4-Trifluoromethylbenzaldehyde (455-19-6) + 5-acetamido-2-hydroxyacetophenone (7298-67-1) → (E)-N-(4-hydroxy-3-(3-(4-(trifluoromethyl)phenyl)acryloyl)phenyl)acetamide (1245282-61-4)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	91%

methanol (67-56-1) + 5-acetamido-2-hydroxyacetophenone (7298-67-1) → N-(2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-yl)acetamide (186774-61-8)

Conditions	Yield
In pyrrolidine; acetone at 20℃;	91%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → N-{1'-[(tert-butoxy)carbonyl]-4-oxospiro[chroman-2,4'-piperidin]-6-yl}acetamide (223559-44-2)

Conditions	Yield
With pyrrolidine	90%
With pyrrolidine In methanol for 13h; Heating / reflux;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + α-bromoacetophenone (70-11-1) → N-(2-benzoyl-3-methylbenzofuran-5-yl)acetamide

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 0.0833333h; Microwave irradiation;	89%
With ethanol
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Inert atmosphere;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + ortho-anisaldehyde (135-02-4) → (E)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl) acetamide (1245282-54-5)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	89%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 3-Fluorobenzaldehyde (456-48-4) → (E)-N-(3-(3-(3-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide (1245282-58-9)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	88%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → (E)-N-(3-(3-(dimethylamino)acryloyl)-4-hydroxyphenyl)acetamide

Conditions	Yield
In isopropyl alcohol at 45℃; for 18h;	87%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + benzaldehyde (100-52-7) → 5′-acetamino-2′-hydroxychalcone (24449-58-9)

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	85.16%
Stage #1: 5-acetamido-2-hydroxyacetophenone; benzaldehyde With sodium hydroxide In ethanol; water at 20℃; for 6h; Stage #2: With acetic acid In ethanol; water for 1h; Cooling with ice;	82%
With ethanol
With lithium hydroxide In methanol Claisen Schmidt condensation; Microwave irradiation;
With potassium hydroxide In ethanol at 30℃; for 12h;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 3-methoxy-benzaldehyde (591-31-1) → (E)-N-(4-hydroxy-3-(3-(3-methoxyphenyl)acryloyl)phenyl) acetamide (1245282-55-6)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	85%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + oxalic acid diethyl ester (95-92-1) → ethyl 6-acetamido-4-oxo-4H-chromene-2-carboxylate

Conditions	Yield
With sodium In ethanol for 1h; Reflux;	85%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 4-fluorobenzaldehyde (459-57-4) → (E)-N-(3-(3-(4-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide (1245282-59-0)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	84%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → (E)-N-(3-(3-(dimethylamino)acryloyl)-4-hydroxyphenyl)acetamide

Conditions	Yield
In N,N-dimethyl acetamide at 110℃; for 2h;	84%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + p-methoxybenzyl chloride (824-94-2) → 5-Acetamido-2-(4-methoxybenzyloxy)acetophenone (1085488-94-3)

Conditions	Yield
With potassium carbonate In butanone Reflux;	82%

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 4-methoxy-benzaldehyde (123-11-5) → 4-Methoxy-2'-hydroxy-5'-acetamino-chalkon (80881-74-9)

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	81.5%
With lithium hydroxide In methanol Claisen Schmidt condensation; Microwave irradiation;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + 4-methoxy-benzaldehyde (123-11-5) → (E)-N-(4-hydroxy-3-(3-(4-methoxyphenyl)acryloyl)phenyl)acetamide (80881-74-9)

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	80%
With potassium hydroxide
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

5-acetamido-2-hydroxyacetophenone (7298-67-1) + benzoyl chloride (98-88-4) → 1-phenyl-3-(2'-hydroxy-5'-acetamidophenyl)-1,3-propanedione (36773-22-5)

Conditions	Yield
With potassium carbonate In acetone for 8h; Reflux;	80%
With potassium carbonate; acetone

5-acetamido-2-hydroxyacetophenone (7298-67-1) + benzoyl chloride (98-88-4) → 2-acyl-4-acetamidophenyl benzoate (198329-77-0)

Conditions	Yield
With pyridine at 20℃; for 4h;	80%

Upstream product

• 506-96-7 Acetyl bromide 
• 62-44-2 4-ethoxyacetanilide 
• 2623-33-8 4-acetoxyacetanilide 
• 75-36-5 acetyl chloride 
• 7446-70-0 aluminium trichloride 
• 104-94-9 4-methoxy-aniline 
• 121-89-1 3-Nitroacetophenone 
• 10517-46-1 3-Hydroxylamino-acetophenon 
• 51-66-1 4-methoxyacetanilide 
• 51410-09-4 acetic acid-(3-acetyl-4-methoxy-anilide) 
• 118-93-4 o-hydroxyacetophenone 
• 1450-76-6 1-(2-hydroxy-5-nitrophenyl)ethanone 
• 123-30-8 4-amino-phenol 
• 75-15-0 carbon disulfide 

Downstream Products

• 80881-75-0 acetic acid-[3-(4-chloro-cinnamoyl)-4-hydroxy-anilide] 
• 94540-34-8 acetic acid-[4-hydroxy-3-(2-hydroxy-cinnamoyl)-anilide] 
• 94673-84-4 acetic acid-[4-hydroxy-3-(3-hydroxy-trans-cinnamoyl)-anilide] 
• 95323-96-9 (4-Acetamino-2-acetyl-phenyl)-(2-ethoxy-ethyl)-ether 
• 57471-32-6 5-amino-2-hydroxyacetophenone hydrochloride 
• 484008-64-2 4-bromo-benzoic acid 2-acetyl-4-acetylamino-phenyl ester 
• 186774-62-9 6-amino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-one 
• 1314406-17-1 6-tert-butyloxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-one 
• 1314406-18-2 (RS)-N-3-cyanophenyl-N'-(6-acetamido-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 
• 1314406-19-3 (RS)-N-4-cyanophenyl-N'-(6-acetamido-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 
• 1314406-20-6 (RS)-N-3-chlorophenyl-N'-(6-acetamido-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 
• 1314406-21-7 (RS)-N-4-chlorophenyl-N'-(6-acetamido-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 
• 1314406-22-8 (RS)-N-3-cyanophenyl-N'-(6-tert-butyloxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 
• 1314406-23-9 (RS)-N-4-cyanophenyl-N'-(6-tert-butyloxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea 

Relevant articles and documents

Evaluation of in vitro and in vivo anticancer potential of two 5-acetamido chalcones against breast cancer

Two 5’acetamido chalcones, C1 and C2 were synthesized by Claisen-Schmidt condensation method and characterized by IR, LC-MS, 1H NMR and 13C NMR. These compounds were evaluated for anticancer activity in vitro in breast cancer cell lines (MCF-7 and MDA-MB-231) using MTT assay, anti-metastatic assay, apoptotic screening by AO/EB staining and in vivo in N-Methyl-N-nitrosourea (MNU) induced breast carcinoma model. Sprague-Dawley rats with developed tumors (50 mg/kg MNU i.p.) were grouped in four, namely MNU control (0.25 % of CMC p.o.), standard group (doxorubicin 2 mg/kg once in 4 days, i.p.), C1 and C2 groups (50 mg/kg p.o. each). After 21 days of treatments, tumor volume and weight were assessed. Excised tumors were subjected to DNA fragmentation study. MTT assay showed IC50 values of 62.56 and 37.8 μM by for C1 and C2. Both compounds increased apoptotic bodies more than 3 fold compared to normal control in AO/EB staining. Antimetastatic (scratch wound) assay showed a significant (p0.05) reduction in cell migration after 24 h and 48 h treatments compared to normal control. In in vivo studies, tumor weight and tumor volume were significantly (p0.05) reduced in the doxorubicin group as well as in test groups compared to MNU control. DNA fragmentation assay showed an increase in the number of bands formed in C1 and C2 compared to normal control. Results obtained from in vitro and in vivo studies demonstrated the significant anticancer potentials of C1 and C2.

Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.

AHR INHIBITORS AND USES THEREOF

The present invention provides compounds useful as inhibitors of AHR, compositions thereof, and methods of using the same.