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3,5-Diiodosalicylic acid

3,5-Diiodosalicylic acid structure

CAS No:
133-91-5
Formula:
C7H4I2O3
Chemical Name:
3,5-Diiodosalicylic acid
Synonyms:
Benzoic acid,2-hydroxy-3,5-diiodo-;Salicylic acid,3,5-diiodo-;2-Hydroxy-3,5-diiodobenzoic acid;3,5-Diiodosalicylic acid;2-Hydroxy-3,5-diiodobenzenecarboxylic acid;3,5-Diiodo-2-hydroxybenzoic acid;NSC 6303
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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3,5-Diiodosalicylic acid Basic Attributes

Molecular Weight：

389.91

Exact Mass：

389.91

BRN：

2615358

EC Number：

205-124-0

UNII：

1496OH15B6

NSC Number：

6303

DSSTox ID：

DTXSID3059636

HScode：

29182990

Characteristics

PSA：

57.5

XLogP3：

4.56

Appearance：

Off-white to beige or grey powder

Density：

2.7±0.1 g/cm3

Melting Point：

235.5 °C

Boiling Point：

260°C (rough estimate)

Flash Point：

184.1±27.9 °C

Refractive Index：

1.784

Water Solubility：

H2O: 0.02 g/100mL (25 ºC)

Storage Conditions：

-20°C

Vapor Pressure：

1.77E-06mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38-22

safety instructions：

26-36-37/39

RTECS Number：

VO2800000

Marks：

Xn,Xi

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302-H312-H315-H319-H332-H335

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 61 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

3,5-diiodosalicylic acid

3,5-Diiodosalicylic acid Use and Manufacturing

Methods of Manufacturing

Dissolve salicylic acid in glacial acetic acid, add a solution made of iodine monochloride and glacial acetic acid, add water, and react at 80 ℃ for 20 min. After the reaction was completed, the product was cooled and filtered to obtain 3, 5-diiodosalicylic acid after purification, with a yield of 91-92%.

Uses

3,5-Diiodosalicylic Acid is an metabolite of Aspirin (A187780), an anti-inflammatory, anti-platelet and cancer-preventive agent. 3,5-Diiodosalicylic Acid was shown to exhibit agonist activity at GPR35, a orphan G protein coupled receptor.

Manufacturing Info：

Benzoic acid, 2-hydroxy-3,5-diiodo-: ACTIVE

Computed Properties

Molecular Weight:389.91
XLogP3:4.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:389.82499
Monoisotopic Mass:389.82499
Topological Polar Surface Area:57.5
Heavy Atom Count:12
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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