[ CAS No. 20776-48-1 ] {[proInfo.proName]}

Name: 20776-48-1|2-Amino-6-bromobenzoic acid|98%
Brand: Ambeed
SKU: A156961
Price: 6.0 USD
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2D 3D

Structure of 20776-48-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 20776-48-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 20776-48-1 ]

SDS Specification

Alternatived Products of [ 20776-48-1 ]

Product Details of [ 20776-48-1 ]

CAS No. :	20776-48-1	MDL No. :	MFCD03618455
Formula :	C₇H₆BrNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BNQPROAXWQCNKO-UHFFFAOYSA-N
M.W :	216.03	Pubchem ID :	10560649
Synonyms :

Calculated chemistry of [ 20776-48-1 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	45.51
TPSA :	63.32 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.66 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.06
Log Po/w (XLOGP3) :	2.76
Log Po/w (WLOGP) :	1.74
Log Po/w (MLOGP) :	0.64
Log Po/w (SILICOS-IT) :	1.18
Consensus Log Po/w :	1.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.26
Solubility :	0.12 mg/ml ; 0.000555 mol/l
Class :	Soluble
Log S (Ali) :	-3.74
Solubility :	0.0389 mg/ml ; 0.00018 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.27
Solubility :	1.16 mg/ml ; 0.00536 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.29

Safety of [ 20776-48-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 20776-48-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 20776-48-1 ]
Downstream synthetic route of [ 20776-48-1 ]

[ 20776-48-1 ] Synthesis Path-Upstream 1~13

1
[ 20776-48-1 ]
[ 77287-34-4 ]
[ 147006-47-1 ]

Reference： [1] Journal of Organic Chemistry, 1952, vol. 17, p. 149,153
[2] Patent: WO2017/100591, 2017, A1, . Location in patent: Paragraph 00217

2
[ 75-44-5 ]
[ 20776-48-1 ]
[ 77603-45-3 ]

Reference： [1] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1061 - 1069
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 1996, vol. 38, # 9, p. 835 - 845

3
[ 32315-10-9 ]
[ 20776-48-1 ]
[ 77603-45-3 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2015, vol. 63, # 31, p. 6883 - 6889

4
[ 20780-72-7 ]
[ 20776-48-1 ]

Yield	Reaction Conditions	Operation in experiment
67%	With dihydrogen peroxide; sodium hydroxide In water at 55℃; for 0.5 h;	Commercially available 4-bromoisatin (2.50 g, 11.1 mmol) was dissolved in a 1.5 mol/L sodium hydroxide aqueous solution (20 mL), and 33percent hydrogen peroxide water (1 mL) was dropped at 55°C. After being stirred at 55°C for 30 minutes, the reaction mixture was cooled to room temperature, neutralized with 2.0 mol/L hydrochloric acid, and purified with HP-20 resin to give 2-amino-6-bromobenzoic acid (1.60 g, 67percent).

Reference： [1] Patent: EP2708540, 2014, A1, . Location in patent: Paragraph 0092
[2] Proceedings of the Royal Society of London, Series B: Biological Sciences, 1958, vol. 148, p. 481,488
[3] Patent: WO2011/28741, 2011, A1, . Location in patent: Page/Page column 202
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 9, p. 831 - 834

5
[ 38876-67-4 ]
[ 20776-48-1 ]

Reference： [1] Patent: US2005/182045, 2005, A1, . Location in patent: Page/Page column 56

6
[ 38792-45-9 ]
[ 20776-48-1 ]

Reference： [1] Journal of Labelled Compounds and Radiopharmaceuticals, 1996, vol. 38, # 9, p. 835 - 845
[2] Justus Liebigs Annalen der Chemie, 1912, vol. 388, p. 34
[3] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1061 - 1069

7
[ 67866-91-5 ]
[ 20776-48-1 ]

Reference： [1] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1061 - 1069
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 1996, vol. 38, # 9, p. 835 - 845
[3] Justus Liebigs Annalen der Chemie, 1912, vol. 388, p. 34

8
[ 55289-36-6 ]
[ 20776-48-1 ]

Reference： [1] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1061 - 1069
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 1996, vol. 38, # 9, p. 835 - 845

9
[ 55289-35-5 ]
[ 20776-48-1 ]

Reference： [1] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1061 - 1069

10
[ 118-92-3 ]
[ 20776-48-1 ]

Reference： [1] Chemistry - A European Journal, 2014, vol. 20, # 50, p. 16759 - 16763

11
[ 20776-48-1 ]
[ 1293915-42-0 ]

Reference： [1] Patent: WO2012/52753, 2012, A1,
[2] Patent: WO2013/136075, 2013, A1,

12
[ 20776-48-1 ]
[ 57-13-6 ]
[ 114703-12-7 ]

Reference： [1] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 6,

13
[ 20776-48-1 ]
[ 959237-68-4 ]

Reference： [1] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 6,

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Ghs Precautionary Statements

Precautionary Statements-General
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P102	Keep out of reach of children.
P103	Read label before use
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Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
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P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
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P308	IF exposed or concerned:
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P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
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P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
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H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

Yield	Reaction Conditions	Operation in experiment
67%	With dihydrogen peroxide; sodium hydroxide; In water; at 55℃; for 0.5h;	Commercially available 4-bromoisatin (2.50 g, 11.1 mmol) was dissolved in a 1.5 mol/L sodium hydroxide aqueous solution (20 mL), and 33% hydrogen peroxide water (1 mL) was dropped at 55C. After being stirred at 55C for 30 minutes, the reaction mixture was cooled to room temperature, neutralized with 2.0 mol/L hydrochloric acid, and purified with HP-20 resin to give 2-amino-6-bromobenzoic acid (1.60 g, 67%).
		To 4-bromoindoline-2,3-dione (8.94 g, 39.6 mmol) was added 1.0 M sodium hydroxide (40 mL, 120 mmol) to give a dark brown mixture. The mixture was heated to 80 C then 20% hydrogen peroxide (9 mL, 88 mmol) was added slowly over 15 min (caution: a strong exotherm was observed upon reagent addition). The mixture was then stirred at 80 C for lh. After this time, the mixture was cooled in an ice bath to ~10 C and then concentrated to a residue. HC1 was added cautiously to the residue until the pH of the mixture was 4-5. Once at the prescribed pH, the mixture was then concentrated to dryness and MeOH (150 ml) was added. The resulting suspension stirred for 15 min and then filtered. The filtrate wasconcentrated to dryness and dried under vacuum for 14 h to yield 2-amino-6- bromobenzoic acid (9.18 g) as a brown solid. ¾ NMR (400 MHz, DMSO-d6) delta ppm 6.72 (1 H, t, J=7.91 Hz), 6.60 (1 H, dd, J=7.78, 1.00 Hz), 6.52 (1 H, dd, J=7.91, 1.13 Hz). LCMS Method D: retention time 0.68 min, [M+l] 200.0.

Yield	Reaction Conditions	Operation in experiment
49%		Example 37 Synthesis of 4-Bromo-1H-indazol-3-ol (CLXXXIII) To a mixture of <strong>[20776-48-1]3-bromo-2-carboxyaniline</strong> (6.6 g, 30.6 mmol, see Aust. J. Chem., 1999, 52, 1061) in H2O (28 ml) and HCl (conc., 6 ml) was added a solution of NaNO2 (2.11 g, 30 mmol) in H2O (5 ml) at 0 C. The mixture was stirred at 0 C. for 30 minutes then a solution of Na2SO3 (10.4 g, 82.5 mmol) in H2O (28 ml) was added slowly. The mixture was stirred at room temperature for 2 hours and HCl (conc., 9 ml) was slowly added. The resulting mixture was stirred at room temperature for additional 18 hours, then at 80 C. for 4 hours, and finally cooled to room temperature. The reaction mixture was basified to dissolve the precipitate and then reacidified. The precipitated 4-Bromo-1-H-indazol-3-ol CLXXXIII was filtered and dried in vacuo (yellow powder, 3.19 g, 49% yield).
		General procedure: The solution of sodium nitrite was added dropwise to a continuously stirred and ice cooled suspension of anthranilic acid in water and conc. hydrochloric acid, at such a rate that the temperature remains below 5C. After the sodium nitrite was all been added, stirring was continued for 30min more and a solution of sodium sulfite in water was added all at once. After 2h conc. hydrochloric acid was added and the mixture was stirred overnight. Then it was slowly heated to 80C and kept at this temperature for 2h. After cooling to room temperature, the pH was adjusted to 5.5 with 1M sodium hydroxide. The precipitate was filtered and triturated with small amount of ethanol.

[ CAS No. 20776-48-1 ] {[proInfo.proName]}

Quality Control of [ 20776-48-1 ]

Related Doc. of [ 20776-48-1 ]

Product Details of [ 20776-48-1 ]

Calculated chemistry of [ 20776-48-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 20776-48-1 ]

Application In Synthesis of [ 20776-48-1 ]

[ 20776-48-1 ] Synthesis Path-Upstream 1~13

[ 20776-48-1 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 20776-48-1 ]

Aryls

Bromides

Amines

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 20776-48-1 ]