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Details

Stereochemistry ACHIRAL
Molecular Formula C27H32N2O6S2
Molecular Weight 544.686
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ISOSULFAN BLUE INNER SALT

SMILES

CC[N+](=C1C=CC(=C(c2ccc(cc2)N(CC)CC)c3cc(ccc3S(=O)(=O)[O-])S(=O)(=O)O)C=C1)CC

InChI

InChIKey=YFKDCGWIINMRQY-UHFFFAOYSA-N
InChI=1S/C27H32N2O6S2/c1-5-28(6-2)22-13-9-20(10-14-22)27(21-11-15-23(16-12-21)29(7-3)8-4)25-19-24(36(30,31)32)17-18-26(25)37(33,34)35/h9-19H,5-8H2,1-4H3,(H-,30,31,32,33,34,35)

HIDE SMILES / InChI
Isosulfan Blue is a synthetic visual lymphatic imaging agent. Injected into the periphery of the tumor site, isosulfan blue localizes to the lymphatic system and aids in the surgical identification of tumor sentinel nodes which stain blue. The chemical name of isosulfan blue is N-[4-[[4-(diethylamino)phenyl] (2,5-disulfophenyl) methylene]-2,5-cyclohexadien-1-ylidene]-N-ethylethanaminium hydroxide, inner salt, sodium salt. Isosulfan blue is a greenish blue color hygroscopic powder. Isosulfan blue injection 1% is a contrast agent for the delineation of lymphatic vessels. Isosulfan blue injection 1% upon subcutaneous administration, delineates lymphatic vessels draining the region of injection. It is an adjunct to lymphography in: primary and secondary lymphedema of the extremities; chyluria, chylous ascites or chylothorax; lymph node involvement by primary or secondary neoplasm; and lymph node response to therapeutic modalities.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
ISOSULFAN BLUE

Approved Use

Lymphatic Vessel Delineation
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
11.03 mg/kg
938 mmol/kg single, subcutaneous
dose: 938 mmol/kg
route of administration: Subcutaneous
experiment type: SINGLE
co-administered:
ISOSULFAN BLUE plasma
Mus musculus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
2.9 mg × h/kg
938 mmol/kg single, subcutaneous
dose: 938 mmol/kg
route of administration: Subcutaneous
experiment type: SINGLE
co-administered:
ISOSULFAN BLUE plasma
Mus musculus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.14 h
938 mmol/kg single, subcutaneous
dose: 938 mmol/kg
route of administration: Subcutaneous
experiment type: SINGLE
co-administered:
ISOSULFAN BLUE plasma
Mus musculus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
99%
unknown, subcutaneous
ISOSULFAN BLUE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Other AEs: Hypersensitivity, Respiratory distress...
Other AEs:
Hypersensitivity (2%)
Respiratory distress (grade 4)
Shock (grade 4)
Angioedema (grade 4)
Urticaria (grade 4)
Pruritus (grade 4)
Sources:
AEs

AEs

AESignificanceDosePopulation
Hypersensitivity 2%
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Angioedema grade 4
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Pruritus grade 4
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Respiratory distress grade 4
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Shock grade 4
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Urticaria grade 4
3 mL single, subcutaneous (max)
Studied dose
Dose: 3 mL
Route: subcutaneous
Route: single
Dose: 3 mL
Sources:
unhealthy
Health Status: unhealthy
Condition: lymphedema of the extremities
Sources:
Patents

Patents

Sample Use Guides

Isosulfan blue injection 1% is to be administered subcutaneously, one-half (1/2) mL into three interdigital spaces of each extremity per study. A maximum dose of 3 mL isosulfan blue is, therefore, injected.
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
ISOSULFAN BLUE INNER SALT
Common Name English
ETHANAMINIUM, N-(4-((4-(DIETHYLAMINO)PHENYL)(2,5-DISULFOPHENYL)METHYLENE)-2,5-CYCLOHEXADIEN-1-YLIDENE)-N-ETHYL-, INNER SALT
Common Name English
Code System Code Type Description
CAS
748080-29-7
Created by admin on Fri Jun 25 23:35:51 UTC 2021 , Edited by admin on Fri Jun 25 23:35:51 UTC 2021
PRIMARY
EPA CompTox
748080-29-7
Created by admin on Fri Jun 25 23:35:51 UTC 2021 , Edited by admin on Fri Jun 25 23:35:51 UTC 2021
PRIMARY
RXCUI
1546453
Created by admin on Fri Jun 25 23:35:51 UTC 2021 , Edited by admin on Fri Jun 25 23:35:51 UTC 2021
PRIMARY RxNorm
FDA UNII
NS6Q291771
Created by admin on Fri Jun 25 23:35:51 UTC 2021 , Edited by admin on Fri Jun 25 23:35:51 UTC 2021
PRIMARY
PUBCHEM
52946590
Created by admin on Fri Jun 25 23:35:51 UTC 2021 , Edited by admin on Fri Jun 25 23:35:51 UTC 2021
PRIMARY