InterPAD - DETAILS

dacarbazine, 4342-03-4, DTIC, DTIC-Dome, Deticene, Biocarbazine R, Biocarbazine, Decarbazine, ICDMT, ICDT, Dacarbazinum, Dacarbasine, Dicarbazine, 5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide, 5-(3,3-Dimethyltriazeno)imidazole-4-carboxamide, Imidazole carboxamide, NSC-45388, NSC45388, (Dimethyltriazeno)imidazolecarboxamide, 5-(Dimethyltriazeno)imidazole-4-carboxamide, Di-me-triazenoimidazolecarboxamide, NCI-C04717, 4-(3,3-Dimethyl-1-triazeno)imidazole-5-carboxamide, 7GR28W0FJI, NSC 45388, DTIE, 1H-imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-, 4-(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamide, 4-(Dimethyltriazeno)imidazole-5-carboxamide, NCI C04717, Dacarbazinum [INN-Latin], Dacarbazino [INN-Spanish], MFCD00057167, Dtic-Dome (TN), DTXCID20369, Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-, DTXSID0020369, 4-[(1E)-3,3-Dimethyltriaz-1-en-1-yl]-1H-imidazole-5-carboxamide, 5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide, 4-[(E)-dimethylaminodiazenyl]-1H-imidazole-5-carboxamide, NCGC00091861-01, Dacatic, DACARBAZINE (IARC), DACARBAZINE [IARC], dacarbazina, DACARBAZINE (MART.), DACARBAZINE [MART.], DACARBAZINE (USP-RS), DACARBAZINE [USP-RS], Dacarbazine-d6, 5- (3,3-Dimethyl-1-triazenyl) imidazole-4-carboxamide, 5-(dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, HSDB 3219, Dacarbazino, DACARBAZINE (EP MONOGRAPH), DACARBAZINE [EP MONOGRAPH], DACARBAZINE (USP MONOGRAPH), DACARBAZINE [USP MONOGRAPH], 750512-03-9, CAS-4342-03-4, Dimethyl Triazeno Imidazole Carboxamide, Carboxamide, Dimethyl Imidazole, Imidazole Carboxamide, Dimethyl, SR-05000001598, Dacarbazin, Dakarbazin, 5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, Asercit, Detimedac, Fauldetic, CCRIS 190, Dacarbazine (JAN/USP/INN), dtic-aome, 5-(Dimethyltriazeno)imidazole-4-carboximide, Dacarbazine-DTIC, (E)-Dacarbazine, Dimethyltriazenoimidazolecarboxamide, Dacarbazina Almirall, EINECS 224-396-1, 4(5)-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide, 5(or 4)-(dimethyltriazeno)imidazole-4(or 5)-carboxamide, 5-(3,3-Dimethyl-1-triazenyl)-1H-imidazole-4-carboxamide, (5E)-5-(dimethylaminohydrazinylidene)imidazole-4-carboxamide, 4(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamide, AI3-52825, DACARBAZINE [MI], 4-(or 5)-(3,3-Dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide, DACARBAZINE [INN], DACARBAZINE [JAN], Dacarbazine (DTIC-Dome), DACARBAZINE [HSDB], DACARBAZINE [USAN], CHEMBL476, UNII-7GR28W0FJI, DACARBAZINE [VANDF], SCHEMBL5560, SCHEMBL5561, DACARBAZINE [WHO-DD], DACARBAZINE [WHO-IP], 5-[(1E)-dimethyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide, SPECTRUM1500218, SCHEMBL1014331, Carboxamide, 5-(3,3-dimethyl-1-triazeno)imidazole-4-, CHEBI:94587, HMS501A08, DACARBAZINE [ORANGE BOOK], Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-, L01AX04, CHEBI:177836, BDBM233149, HMS2090A20, HMS2091I20, Pharmakon1600-01500218, DACARBAZINUM [WHO-IP LATIN], HY-B0078, Tox21_111171, Tox21_201010, CCG-35381, CCG-36068, CCG-40272, Imidazole-4(or 5)-carboxamide, 5(or 4)-(3,3-dimethyl-1-triazeno)-, NSC759610, NSC799994, s1221, Imidazole Carboxamide Dimethyltriazeno, WLN: T5M CNJ DVZ ENUNN1&1, AKOS005220502, AKOS015850745, AKOS026750028, Dimethyl Triazeno Imidazol Carboxamide, dimethyl-triazeno-imidazole carboxamide, Dimethyl-triazeno-imidazole-carboximide, Tox21_111171_1, CS-1772, DB00851, KS-5186, NSC-759610, NSC-799994, Dacarbazine [USAN:USP:INN:BAN:JAN], Dimethyl (triazeno) imidazolecarboxamide, NCGC00091861-02, NCGC00091861-03, NCGC00091861-04, NCGC00091861-05, NCGC00091861-07, NCGC00188955-01, NCGC00258563-01, 94361-71-4, SBI-0051328.P003, WR-139007, FT-0603657, FT-0624397, FT-0665443, C06936, Carboxamide,3-dimethyl-1-triazeno)imidazole-4-, D00288, EN300-7357020, Imidazole-4-carboxamide,3-dimethyl-1-triazeno)-, A826278, SR-05000001598-1, SR-05000001598-3, W-106228, 1H-Imidazole-4-carboxamide,3-dimethyl-1-triazenyl)-, 4-[(E)-dimethylaminoazo]-1H-imidazole-5-carboxamide, BRD-K35520305-001-04-5, BRD-K35520305-001-07-8, (5E)-5-(dimethylaminohydrazono)imidazole-4-carboxamide, (5Z)-5-(dimethylaminohydrazono)imidazole-4-carboxamide, Imidazole-4(or 5)-carboxamide,3-dimethyl-1-triazeno)-, Z2289761610, 5-(3,3-Dimethyltriaz-1-enyl)-1H-imidazole-4-carboxamide, 5-(3-3-dimethyl-1-triazenyl)-1H-imidazole-4-carboxamide, Dacarbazine, British Pharmacopoeia (BP) Reference Standard, Dacarbazine, European Pharmacopoeia (EP) Reference Standard, (5E)-5-(dimethylaminohydrazinylidene)-4-imidazolecarboxamide, 4-(or 5)-(3,3-Dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide, Dacarbazine, United States Pharmacopeia (USP) Reference Standard, IMIDAZOLE-4-CARBOXAMIDE, 5-(3,3-DIMETHYL-1-TRIAZENO1-, 1 H-IMIDAZOLE-4-CARBOXAMIDE, 5-(3,3-DIMETHYL-1-TRIAZENYL)-, Dacarbazine, Pharmaceutical Secondary Standard; Certified Reference Material

No.	Title	Href
1	Protocatechuic aldehyde acts synergistically with dacarbazine to augment DNA double-strand breaks and promote apoptosis in cutaneous melanoma cells. BMC Complement Med Ther. 2023 Apr 27;23(1):133. doi: 10.1186/s12906-023-03965-2.	`Click`
2	Synergistic inhibitory effects of the oxyresveratrol and dacarbazine combination against melanoma cells. Oncol Lett. 2021 Sep;22(3):667. doi: 10.3892/ol.2021.12928.	`Click`
3	Codonopsis pilosula polysaccharide in synergy with dacarbazine inhibits mouse melanoma by repolarizing M2-like tumor-associated macrophages into M1-like tumor-associated macrophages. Biomed Pharmacother. 2021;142:112016. doi:10.1016/j.biopha.2021.112016	`Click`
4	Cinnamaldehyde Enhances Antimelanoma Activity through Covalently Binding ENO1 and Exhibits a Promoting Effect with Dacarbazine. Cancers (Basel). 2020 Jan 29;12(2):311. doi: 10.3390/cancers12020311.	`Click`
5	Bixin, an apocarotenoid isolated from Bixa orellana L., sensitizes human melanoma cells to dacarbazine-induced apoptosis through ROS-mediated cytotoxicity. Food Chem Toxicol. 2019 Mar;125:549-561. doi: 10.1016/j.fct.2019.02.013.	`Click`

No.

Title

Href

Protocatechuic aldehyde acts synergistically with dacarbazine to augment DNA double-strand breaks and promote apoptosis in cutaneous melanoma cells. BMC Complement Med Ther. 2023 Apr 27;23(1):133. doi: 10.1186/s12906-023-03965-2.

Click

Synergistic inhibitory effects of the oxyresveratrol and dacarbazine combination against melanoma cells. Oncol Lett. 2021 Sep;22(3):667. doi: 10.3892/ol.2021.12928.

Click

Codonopsis pilosula polysaccharide in synergy with dacarbazine inhibits mouse melanoma by repolarizing M2-like tumor-associated macrophages into M1-like tumor-associated macrophages. Biomed Pharmacother. 2021;142:112016. doi:10.1016/j.biopha.2021.112016

Click

Cinnamaldehyde Enhances Antimelanoma Activity through Covalently Binding ENO1 and Exhibits a Promoting Effect with Dacarbazine. Cancers (Basel). 2020 Jan 29;12(2):311. doi: 10.3390/cancers12020311.

Click

Bixin, an apocarotenoid isolated from Bixa orellana L., sensitizes human melanoma cells to dacarbazine-induced apoptosis through ROS-mediated cytotoxicity. Food Chem Toxicol. 2019 Mar;125:549-561. doi: 10.1016/j.fct.2019.02.013.

Click

Name	Dacarbazine
PubChem CID	135398738
Molecular Weight	182.18g/mol
Synonyms	dacarbazine, 4342-03-4, DTIC, DTIC-Dome, Deticene, Biocarbazine R, Biocarbazine, Decarbazine, ICDMT, ICDT, Dacarbazinum, Dacarbasine, Dicarbazine, 5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide, 5-(3,3-Dimethyltriazeno)imidazole-4-carboxamide, Imidazole carboxamide, NSC-45388, NSC45388, (Dimethyltriazeno)imidazolecarboxamide, 5-(Dimethyltriazeno)imidazole-4-carboxamide, Di-me-triazenoimidazolecarboxamide, NCI-C04717, 4-(3,3-Dimethyl-1-triazeno)imidazole-5-carboxamide, 7GR28W0FJI, NSC 45388, DTIE, 1H-imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-, 4-(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamide, 4-(Dimethyltriazeno)imidazole-5-carboxamide, NCI C04717, Dacarbazinum [INN-Latin], Dacarbazino [INN-Spanish], MFCD00057167, Dtic-Dome (TN), DTXCID20369, Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-, DTXSID0020369, 4-[(1E)-3,3-Dimethyltriaz-1-en-1-yl]-1H-imidazole-5-carboxamide, 5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide, 4-[(E)-dimethylaminodiazenyl]-1H-imidazole-5-carboxamide, NCGC00091861-01, Dacatic, DACARBAZINE (IARC), DACARBAZINE [IARC], dacarbazina, DACARBAZINE (MART.), DACARBAZINE [MART.], DACARBAZINE (USP-RS), DACARBAZINE [USP-RS], Dacarbazine-d6, 5- (3,3-Dimethyl-1-triazenyl) imidazole-4-carboxamide, 5-(dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, HSDB 3219, Dacarbazino, DACARBAZINE (EP MONOGRAPH), DACARBAZINE [EP MONOGRAPH], DACARBAZINE (USP MONOGRAPH), DACARBAZINE [USP MONOGRAPH], 750512-03-9, CAS-4342-03-4, Dimethyl Triazeno Imidazole Carboxamide, Carboxamide, Dimethyl Imidazole, Imidazole Carboxamide, Dimethyl, SR-05000001598, Dacarbazin, Dakarbazin, 5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, Asercit, Detimedac, Fauldetic, CCRIS 190, Dacarbazine (JAN/USP/INN), dtic-aome, 5-(Dimethyltriazeno)imidazole-4-carboximide, Dacarbazine-DTIC, (E)-Dacarbazine, Dimethyltriazenoimidazolecarboxamide, Dacarbazina Almirall, EINECS 224-396-1, 4(5)-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamide, 5(or 4)-(dimethyltriazeno)imidazole-4(or 5)-carboxamide, 5-(3,3-Dimethyl-1-triazenyl)-1H-imidazole-4-carboxamide, (5E)-5-(dimethylaminohydrazinylidene)imidazole-4-carboxamide, 4(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamide, AI3-52825, DACARBAZINE [MI], 4-(or 5)-(3,3-Dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide, DACARBAZINE [INN], DACARBAZINE [JAN], Dacarbazine (DTIC-Dome), DACARBAZINE [HSDB], DACARBAZINE [USAN], CHEMBL476, UNII-7GR28W0FJI, DACARBAZINE [VANDF], SCHEMBL5560, SCHEMBL5561, DACARBAZINE [WHO-DD], DACARBAZINE [WHO-IP], 5-[(1E)-dimethyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide, SPECTRUM1500218, SCHEMBL1014331, Carboxamide, 5-(3,3-dimethyl-1-triazeno)imidazole-4-, CHEBI:94587, HMS501A08, DACARBAZINE [ORANGE BOOK], Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-, L01AX04, CHEBI:177836, BDBM233149, HMS2090A20, HMS2091I20, Pharmakon1600-01500218, DACARBAZINUM [WHO-IP LATIN], HY-B0078, Tox21_111171, Tox21_201010, CCG-35381, CCG-36068, CCG-40272, Imidazole-4(or 5)-carboxamide, 5(or 4)-(3,3-dimethyl-1-triazeno)-, NSC759610, NSC799994, s1221, Imidazole Carboxamide Dimethyltriazeno, WLN: T5M CNJ DVZ ENUNN1&1, AKOS005220502, AKOS015850745, AKOS026750028, Dimethyl Triazeno Imidazol Carboxamide, dimethyl-triazeno-imidazole carboxamide, Dimethyl-triazeno-imidazole-carboximide, Tox21_111171_1, CS-1772, DB00851, KS-5186, NSC-759610, NSC-799994, Dacarbazine [USAN:USP:INN:BAN:JAN], Dimethyl (triazeno) imidazolecarboxamide, NCGC00091861-02, NCGC00091861-03, NCGC00091861-04, NCGC00091861-05, NCGC00091861-07, NCGC00188955-01, NCGC00258563-01, 94361-71-4, SBI-0051328.P003, WR-139007, FT-0603657, FT-0624397, FT-0665443, C06936, Carboxamide,3-dimethyl-1-triazeno)imidazole-4-, D00288, EN300-7357020, Imidazole-4-carboxamide,3-dimethyl-1-triazeno)-, A826278, SR-05000001598-1, SR-05000001598-3, W-106228, 1H-Imidazole-4-carboxamide,3-dimethyl-1-triazenyl)-, 4-[(E)-dimethylaminoazo]-1H-imidazole-5-carboxamide, BRD-K35520305-001-04-5, BRD-K35520305-001-07-8, (5E)-5-(dimethylaminohydrazono)imidazole-4-carboxamide, (5Z)-5-(dimethylaminohydrazono)imidazole-4-carboxamide, Imidazole-4(or 5)-carboxamide,3-dimethyl-1-triazeno)-, Z2289761610, 5-(3,3-Dimethyltriaz-1-enyl)-1H-imidazole-4-carboxamide, 5-(3-3-dimethyl-1-triazenyl)-1H-imidazole-4-carboxamide, Dacarbazine, British Pharmacopoeia (BP) Reference Standard, Dacarbazine, European Pharmacopoeia (EP) Reference Standard, (5E)-5-(dimethylaminohydrazinylidene)-4-imidazolecarboxamide, 4-(or 5)-(3,3-Dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide, Dacarbazine, United States Pharmacopeia (USP) Reference Standard, IMIDAZOLE-4-CARBOXAMIDE, 5-(3,3-DIMETHYL-1-TRIAZENO1-, 1 H-IMIDAZOLE-4-CARBOXAMIDE, 5-(3,3-DIMETHYL-1-TRIAZENYL)-, Dacarbazine, Pharmaceutical Secondary Standard; Certified Reference Material
Drug Type	Small molecule
Formula	C₆H₁₀N₆O
SMILES	CN(C)N=NC1=C(NC=N1)C(=O)N
InChI	1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)/b11-10+
InChIKey	FDKXTQMXEQVLRF-ZHACJKMWSA-N
CAS Number	4342-03-4
ChEMBL ID	CHEMBL476
ChEBI ID	CHEBI:177836
TTD ID	D0Y7ZU
Drug Bank ID	DB00851
KEGG ID	C06936
Toxicity	Organism	Test Type	Route(Dose)
	rat	LD50	intraperitoneal(165 mg/kg)
	mouse	LD50	intraperitoneal(254 mg/kg)
	rat	LD50	oral(322 mg/kg)
Structure			Download 2D MOL 3D MOL

Pair Name	Protocatechualdehyde, Dacarbazine
Partner Name	Protocatechualdehyde
Disease Info	[ICD-11: 2C30]	Melanoma		Investigative
Biological Phenomena	Induction-->Apoptosis
Gene Regulation	Up-regulation	Cleavage	CASP3	hsa836
	Up-regulation	Expression	H2AX	hsa3014
	Down-regulation	Expression	MGMT	hsa4255
In Vitro Model	A-375	Amelanotic melanoma	Homo sapiens (Human)	CVCL_0132
In Vitro Model	SK-MEL-28	Cutaneous melanoma	Homo sapiens (Human)	CVCL_0526
Result	Our study demonstrates that the bioactive compound, Protocatechuic aldehyde, synergistically promotes the cytotoxicity of DTIC to melanoma cells through destabilization of MGMT protein. It could be a potential candidate for melanoma chemotherapy.

Pair Name	Oxyresveratrol, Dacarbazine
Partner Name	Oxyresveratrol
Disease Info	[ICD-11: 2C30]	Melanoma		Investigative
Biological Phenomena	Induction-->Blockade of cell cycle in S phase
Gene Regulation	Down-regulation	Expression	BAX	hsa581
	Up-regulation	Expression	CASP3	hsa836
	Up-regulation	Expression	CASP9	hsa842
	Up-regulation	Expression	CCND1	hsa595
	Up-regulation	Expression	MYC	hsa4609
	Down-regulation	Expression	NOTCH2	hsa4853
	Down-regulation	Expression	NOTCH3	hsa4854
In Vitro Model	WM266-4	Melanoma	Homo sapiens (Human)	CVCL_2765
Result	This combination treatment may serve as a novel therapeutic strategy for treating malignant melanoma.

Pair Name	Codonopsis pilosula polysaccharide, Dacarbazine
Partner Name	Codonopsis pilosula polysaccharide
Disease Info	[ICD-11: 2C30]	Melanoma		Investigative
Gene Regulation	Up-regulation	Expression	IL1B	hsa3553
	Up-regulation	Expression	IL6	hsa3569
	Up-regulation	Expression	NOS2	hsa4843
In Vitro Model	B16	Mouse melanoma	Mus musculus (Mouse)	CVCL_F936
In Vivo Model	To establish the tumor model, 1 × 106 B16 cells were suspended in 1 mL PBS buffer and 100 μL was injected subcutaneously into the right hind groin of each mouse.
Result	It could be deduced that GLCP, CPCP and dCPP hold great potential as safe therapeutic options for melanoma and an immune-modulator which may require further exploration.

Pair Name	Cinnamaldehyde, Dacarbazine
Partner Name	Cinnamaldehyde
Disease Info	[ICD-11: 2C30]	Melanoma		Investigative
Biological Phenomena	Inhibition-->Glycolysis
Gene Regulation	Down-regulation	Expression	ENO1	hsa2023
In Vitro Model	A-375	Amelanotic melanoma	Homo sapiens (Human)	CVCL_0132
In Vivo Model	A375 cells (1×10⁷) were injected into nude mice. When the tumors had formed for one week, the mice were treated with DITC (25, 50, or 100 mg/kg/day) and CA (15, 30, or 60 mg/kg/day).
Result	As a covalent inhibitor of ENO1, CA combined with DTIC may be beneficial in patients with drug resistance in antimelanoma therapy.

Pair Name	Bixin, Dacarbazine
Partner Name	Bixin
Disease Info	[ICD-11: 2C30]	Melanoma		Investigative
Biological Phenomena	Induction-->Blockade of cell cycle in G2/M phase
Gene Regulation	Up-regulation	Activity	CASP3	hsa836
Gene Regulation	Up-regulation	Expression	ROS1	hsa6098
In Vitro Model	A2058	Amelanotic melanoma	Homo sapiens (Human)	CVCL_1059
Result	These data suggest that bixin exerts intrinsic antimelanoma activity by mechanisms complementary to those of dacarbazine, encouraging its use in combined therapy for cutaneous melanoma treatment.