3-Amino-4-hydroxybenzoic acid (HCID 65083)

Overview

3-amino-4-hydroxybenzoic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3. It is an aminobenzoic acid and a monohydroxybenzoic acid. It is a conjugate acid of a 3-amino-4-hydroxybenzoate.

Names & identifiers

Preferred name: 3-Amino-4-hydroxybenzoic acid
IUPAC: 3-amino-4-hydroxybenzoic acid
English name: 3-Amino-4-hydroxybenzoic acid
Molecular formula: C7H7NO3
Molecular weight: 153.14

Names & synonyms

3-Amino-4-hydroxybenzoic acid1571-72-8CHEBI:29476N155ER48ETDTXSID60166212NSC-700601cheetanRefChem:92904DTXCID0088703216-390-2Benzoic acid, 3-amino-4-hydroxy-MFCD00007697

Show more names

3-amino-4-hydroxybenzoateTIMTEC-BB SBB006740Mesalazine Impurity 122-amino-4-carboxyphenol4-HYDROXY-3-AMINOBENZOIC ACID3-Amino-4-hydroxybenzoic acid 97%3-Amino-4-hydroxybenzoic acid,98%3-AMINO-4-HYDROXYBENZOIC ACID USP

3,4-AHBA3-amino-4-hydroxy-benzoic acidCHEMBL242963BBL012255NSC700601AC-2757BS-3844KSC-11-207-15

Database identifiers

CAS: 1571-72-8
PubChem CID: 65083
DTXSID: DTXSID60166212
ChEMBL: CHEMBL242963
ChEBI: CHEBI:29476
UNII: N155ER48ET
EC Number: 216-390-2
Nikkaji: J35.814B

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 83.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 160

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section140 Å² [M+H]+

Physicochemical properties

Melting point: 208 °C · 208 °C (dec.) (lit.)
Boiling point: 276.03 °C · 276.03°C (rough estimate)
Density: 1.3585 · 1.3585 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Soluble in solvents.
form: Crystalline Powder
pka: 9.06 · 9.06±0.18(Predicted)
color: Beige-gray to brown
λmax: 308 nm · 308nm(H2O (pH 11))(lit.)
Sensitive: Light Sensitive
BRN: 972238 · 972238
Major Application: peptide synthesis
InChI: InChI=1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)
InChIKey: MRBKRZAPGUCWOS-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC=C(O)C(N)=C1
CAS DataBase Reference: 1571 · 1571-72-8(CAS DataBase Reference)
FDA UNII: 155 ER48ET · N155ER48ET
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant
HazardClass: IRRITANT, AIR SENSITIVE, LIGHT SENSITIVE
HS Code: 29225090 · 29225090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (89.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29225090
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36
hazard_class: IRRITANT, AIR SENSITIVE, LIGHT SENSITIVE
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses3-Amino-4-hydroxybenzoic acid is used to produce 4-acetoxy-3-acetylamino-benzoic acid with acetic acid anhydride at temperature of 0 - 20°C. This reaction will need reagents aq. HCl and NaOAc.

Upstream & downstream products

Upstream raw materials

Benzoic acid, 4-hydroxy-3-(2-phenyldiazenyl)-3-(Acetylamino)-4-hydroxybenzoic acid 4-Hydroxy-3-nitrobenzoic acid Ethyl 4-hydroxy-3-nitrobenzoate Ethyl 3-amino-4-hydroxybenzoate Butylparaben Methyl 3-nitro-4-hydroxybenzoate Methyl 3-amino-4-hydroxybenzoate 4-Hydroxybenzoic acid 4-Chloro-3-nitrobenzoic acid

Downstream products

LCP polybenzoxazole liquid crystal 2-Oxo-2,3-dihydro-benzooxazole-5-carboxylic acid 3,5-Diiodo-4-hydroxybenzoic acid Methyl 1,3-benzoxazole-5-carboxylate 5-Carboxy-8-hydroxyquinoline Methyl 4-hydroxy-3-iodobenzoate Sulfanilamide 3-ForMaMido-4-hydroxybenzoic acid, 97%

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

西安祥源植化生物技术有限公司13991954170 · [email protected]

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

DefinitionChEBI: A monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3.

Related reactions

31 records

New reaction record

HRID 191974As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

HRID 252234As reactantuspto-grants-2011_01

HRID 252235As reactantuspto-grants-2011_01

HRID 310977As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 339338As reactantuspto-grants-2014_11

HRID 339339As reactantuspto-grants-2014_11

HRID 339340As reactantuspto-grants-2014_11

HRID 450784As reactantuspto-grants-2013_07

Linked notes

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Basic information