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5-Iodouracil

5-Iodouracil structure

CAS No:
696-07-1
Formula:
C4H3IN2O2
Chemical Name:
5-Iodouracil
Synonyms:
2,4(1H,3H)-Pyrimidinedione,5-iodo-;Uracil,5-iodo-;5-Iodo-2,4(1H,3H)-pyrimidinedione;5-Iodouracil;5-Iodo-2,4-dihydroxypyrimidine;NSC 57848;5-Iodo-2,4-pyrimidinedione;5-Iodopyrimidine-2,4-diol;5-Iodopyrimidine-2,4(1H,3H)-dione;5909-21-7
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Description

white to light yellow fluffy powder

5-iodouracil is an organoiodine compound consisting of uracil having an iodo substituent at the 5-position. It has a role as an antimetabolite. It derives from a uracil.|5-Iodouracil is a halogenated pyrimidine analog containing an iodine atom linked to a pyrimidine ring. 5-Iodouracil (IU) gets incorporated into DNA. IU is a metabolite of idoxuridine (IUdR; 5-iododeoxyuridine) and the IUdR prodrug ropidoxuridine (IPdR).

5-Iodouracil Basic Attributes

Molecular Weight：

237.98

Exact Mass：

237.98

BRN：

4891

EC Number：

211-788-2

UNII：

H59BRK500M

NSC Number：

57848

DSSTox ID：

DTXSID3061009

NCI Thesaurus Code：

C122724

HScode：

2933599090

Characteristics

PSA：

58.2

XLogP3：

Appearance：

White to light yellow Fluffy Powder

Density：

2.4±0.1 g/cm3

Melting Point：

275 °C (decomp)

Boiling Point：

401ºC

Refractive Index：

1.706

Water Solubility：

soluble in cold water;Very faint turbidity in NH3aq. soluble in 1M NaOH.

Storage Conditions：

0-6°C

Safety Information

Hazard category：

6.1

Transport codes：

2811

wgk germany：

hazard class code：

46-20/21/22-36/37/38

safety instructions：

53-22-26-36/37/39-45

RTECS Number：

YR0525000

Marks：

T,Xi

Hazard note：

Irritant/Carcinogenic/Light Sensitive

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 (91.11%): 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 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

5-iodouracil

5-Iodouracil Use and Manufacturing

Uses

5-Iodouracil is a halogenated pyrimidine that can be used in nucleoprotein photo-crosslinking via RNA substitution. 5-Iodouracil is used in thymidine phosphorylase targeted imaging and therapy. Studies show that DNA N-glycosylase MED1 exhibited higher preference for 5-Iodouracil and halogenated bases over non-halogenated ones.

Manufacturing Info：

2,4(1H,3H)-Pyrimidinedione, 5-iodo-: INACTIVE

Computed Properties

Molecular Weight:237.98
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:237.92392
Monoisotopic Mass:237.92392
Topological Polar Surface Area:58.2
Heavy Atom Count:9
Complexity:199
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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