3-Hydroxyanthranilic acid

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Names

[ CAS No. ]:
548-93-6

[ Name ]:
3-Hydroxyanthranilic acid

[Synonym ]:
Acid, 3-Hydroxyanthranilic
MFCD00007700
3-hydroxy-Anthranilic acid
Anthranilic acid, 3-hydroxy-
3-Hydroxy-2-aminobenzoic acid
3-OH-anthranilic acid
EINECS 208-962-5
Benzoic acid, 2-amino-3-hydroxy-
2-Amino-3-hydroxybenzoic acid
3-Hydroxy-2-aminobenzoate

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
356.9±37.0 °C at 760 mmHg

[ Melting Point ]:
240 °C (dec.)(lit.)

[ Molecular Formula ]:
C7H7NO3

[ Molecular Weight ]:
153.135

[ Flash Point ]:
169.6±26.5 °C

[ Exact Mass ]:
153.042587

[ PSA ]:
83.55000

[ LogP ]:
1.05

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.691

[ Storage condition ]:
−20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DG2625000
CHEMICAL NAME :
Benzoic acid, 2-amino-3-hydroxy-
CAS REGISTRY NUMBER :
548-93-6
BEILSTEIN REFERENCE NO. :
0973356
LAST UPDATED :
199612
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C7-H7-N-O3
MOLECULAR WEIGHT :
153.15
WISWESSER LINE NOTATION :
ZR BQ FVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg/8W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
185 mg/kg female 13-17 day(s) after conception
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Reproductive - Tumorigenic effects - transplacental tumorigenesis Lungs, Thorax, or Respiration - bronchiogenic carcinoma
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
500 mg/kg/20W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8000 mg/kg/19W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2000 mg/kg/7W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2040 mg/kg/59W-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
121 mg/kg/21D-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - bronchiogenic carcinoma Liver - tumors
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Primate - monkey Kidney
DOSE/DURATION :
100 mg/L
REFERENCE :
TSITAQ Tsitologiya. Cytology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1959- Volume(issue)/page/year: 15,1505,1973 *** REVIEWS *** TOXICOLOGY REVIEW AEHLAU Archives of Environmental Health. (Heldref Pub., 4000 Albemarle St., NW, Washington, DC 20016) V.1- 1960- Volume(issue)/page/year: 23,6,1971

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312 + H332-H315-H319-H335-H351

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
20/21/22-36/37/38-40

[ Safety Phrases ]:
S22-S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DG2625000

[ HS Code ]:
2922509090

Synthetic Route

Precursor & DownStream

Precursor

  • 2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-6-methoxyaniline
  • 2-Nitro-3-methoxybenzoic acid
  • 2-Amino-3-methoxybenzoic acid
  • 3-Hydroxy-2-nitrobenzoic acid
  • Cinnabarinic acid
  • 4,5-DIHYDRO-2-(3-METHOXYPHENYL)-4,4-DIMETHYLOXAZOLE
  • 3-acetamido-2-nitro-benzoic acid
  • Benzoic acid, 2-(acetylamino)-3-hydroxy- (9CI)
  • 2-amino-3-sulfooxy-benzoic acid

DownStream

  • 3H-Phenoxazine-1-carboxylicacid, 2-amino-9-(hydroxymethyl)-3-oxo-
  • Benzo[d]oxazole-4-carboxylic acid
  • Nicotinic acid
  • Quinolinic acid
  • 4-Benzoxazolecarboxylic acid methyl ester
  • methyl 2-methyl-1,3-benzoxazole-4-carboxylate
  • 1,8-Triphenodioxazinedicarboxylic acid
  • Cinnabarinic acid
  • 6-amino-3-[(2-carboxy-6-hydroxyphenyl)amino]-2,5-dioxo-1,3-cyclohexadiene-1-carboxylic acid

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Valproic acid (VPA) is a short-chained, branched fatty acid that is widely used in humans as an anticonvulsant and mood stabilizer, and has been reported to increase the liver NAD concentration. We in...

Time-dependent effects of L-tryptophan administration on urinary excretion of L-tryptophan metabolites.

J. Nutr. Sci. Vitaminol. 60(4) , 255-60, (2014)

We have previously reported that dietary supplementation with up to 5.0 g/d of L-tryptophan (L-Trp) for 21 d has no adverse effects, judging from the levels of general blood variables, in healthy wome...

The niacin required for optimum growth can be synthesized from L-tryptophan in growing mice lacking tryptophan-2,3-dioxygenase.

J. Nutr. 143(7) , 1046-51, (2013)

In mammals, nicotinamide (Nam) is biosynthesized from l-tryptophan (l-Trp). The enzymes involved in the initial step of the l-Trp→Nam pathway are l-Trp-2,3-dioxygenase (TDO) and indoleamine-2,3-dioxyg...


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Related Compounds

  • 3-hydroxyanthranilic acid
  • 3-Hydroxyanthranilic Acid-d3
  • 4-bromo-3-hydroxyanthranilic acid
  • 4-methyl-3-hydroxyanthranilic acid
  • 4-chloro-3-hydroxyanthranilic acid
  • 4-methyl-3-hydroxyanthranilic acid